Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 66370-75-0 | MDL No. : | MFCD12025058 |
Formula : | C9H9IO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | YNHWTTUTWBNFGQ-UHFFFAOYSA-N |
M.W : | 276.07 | Pubchem ID : | 640185 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With silver benzoate; triethylamine at 20℃; for 0.5h; | |
With mercury(I) oxide | ||
With silver benzoate; triethylamine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52% | With potassium acetate In various solvent(s) at 80℃; for 48h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54% | With tetrabutylammomium bromide; potassium acetate In quinoline at 25℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38% | With potassium acetate In various solvent(s) at 80℃; for 24h; Yields of byproduct given; | |
38% | With potassium acetate In various solvent(s) at 80℃; for 24h; Yield given. Yields of byproduct given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | Stage #1: 3,3,3-triethoxypropyne; methyl (2-iodophenyl)acetate With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 0 - 20℃; for 3.5h; Stage #2: methanol With toluene-4-sulfonic acid In benzene at 20℃; for 12h; Further stages.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With sulfuric acid at 65℃; for 2.5h; | |
100% | With thionyl chloride at 60℃; for 1h; | |
100% | With sulfuric acid at 0℃; for 2h; |
99% | With hydrogenchloride In water monomer at 20℃; for 4h; | |
99% | With sulfuric acid at 80℃; for 16h; Inert atmosphere; | a 2-(2-lodophenyl)acetic acid (5.00 g, 19.1 mmol) was placed into a reaction flask and dissolved in MeOH (150 mL). Sulfuric acid (250 pL) was added and reaction mixture was stirred and heated at 80 "C under nitrogen for 16 hours. The resulting mixture was cooled to room temperature and the volatiles removed by evaporation under reduced pressure. The residue was taken up in ethyl acetate (100 mL), washed with 10% NaHC03 (100 mL), dried (MgS04) and evaporated under reduced pressure to give the title compound (/9) (5.20g, 99%) as a clear liquid; 1H NMR (400 MHz, CDCI3) δ 7.85 (dd, J = 7.9, 1 .0 Hz, 1 H), 7.35 - 7.27 (m, 2H), 6.97 (ddd, J = 7.9, 7.0, 2. Hz, 1 H), 3.81 (s, 2H), 3.72 (s, 3H). |
99% | With sulfuric acid In water monomer at 80℃; for 16h; Inert atmosphere; | |
99% | With sulfuric acid at 80℃; for 16h; Inert atmosphere; | a Methyl 2-(2-iodophenyl)acetate (19) 2-(2-iodophenyi)acetic acid (5.00 g, 19.1 mrnoi) was placed into a reaction flask and dissolved in MeOH (150 mL). Sulfuric acid (250 L) was added and reaction mixture was stirred and heated at 80 °C under nitrogen for 16 hours. The resulting mixture was cooled to room temperature and the volatiles removed by evaporation under reduced pressure. The residue was taken up in ethyl acetate (100 mL), washed with 10% NaHC03 (100 mL), dried (MgS04) and evaporated under reduced pressure to give the title compound (19) (5,20g, 99%) as a dear liquid; 1 H NMR (400 MHz, CDCI3) δ 7.85 (dd, J = 7.9, 1.0 Hz, 1 H), 7.35 - 7.27 (m, 2H), 6.97 (ddd, J = 7.9, 7.0, 2.1 Hz, 1 H), 3.81 (s, 2H), 3.72 (s, 3H). |
98% | With boron trifluoride diethyl ether complex at 60℃; for 2h; | |
98% | With dmap; dicyclohexyl-carbodiimide at 20℃; Inert atmosphere; | |
96% | With sulfuric acid at 85℃; for 2h; | 12.1 Step 1: methyl 2-(2-iodophenyl)acetate [0221] To a solution of 2-(2-iodophenyl)acetic acid (3.67g, 14 mmol) in MeOH (35mL) was added 2 mL of concentrated H2SO4. The reaction was stirred at 85 °C for 2 hours, then concentrated in vacuo, adjusted to pH=7~8 with sat.NaHCO3 solution and extracted with EtOAc (2x 30mL). The combined organic phase was washed with brine, dried over Na2SO4 and concentrated to give the desired product methyl 2-(2-iodophenyl)acetate (3.7g) as an orange oil. Yield 96% (ESI 277 (M+H)+). |
95% | With sulfuric acid for 3h; Reflux; | |
95% | With thionyl chloride at 60℃; for 1h; | 1 2-Allyl- 1 -(6-(2-hydroxypropan-2-yl)pyridin-2-yl)-6-((2-methyl-2,3-dihydro- 1 H-spiro[cyclopropane- 1,4-isoquinolin] -7-yl)amino)- 1 ,2-dihydro-3H-pyrazolo[3 ,4-d]pyrimidin-3-one 2-(2-Iodophenyl)acetic acid (100 g, 381.67 mmol) was dissolved in MeOH (400 mL). SOC12 (34 mL, 458.01 mmol) was added at RT with stifling, and the reaction mixture was heated at 60 °C for 1 h. The solvent was removed in vacuo. The resulting crude material was dissolved in ethyl acetate (250 mL), washed with saturated NaHCO3 (1 x 100 mL), brine (1 x 100 mL) and dried (Na2SO4). The solvent was removed to afford methyl 2-(2- iodophenyl)acetate (100 g, 95%) as a brown oil. MS (ESI) mlz 276.9 [M+H]. |
92.6% | With sulfuric acid at 65℃; for 2.5h; | |
91% | With toluene-4-sulfonic acid In dichloromethane at 20℃; | |
86% | Stage #1: 2-(2-iodophenyl)acetic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 3h; Reflux; Stage #2: methanol for 4h; Reflux; | |
84% | With thionyl chloride at 60℃; for 1h; Inert atmosphere; Schlenk technique; | |
With sulfuric acid for 2.5h; Heating; | ||
With sulfuric acid for 3h; Inert atmosphere; Reflux; | ||
With thionyl chloride at 0 - 30℃; for 6h; | ||
With sulfuric acid at 0℃; for 3.16667h; Reflux; Inert atmosphere; | ||
With sulfuric acid for 6h; Reflux; | ||
With thionyl chloride at 0℃; for 4h; Reflux; | ||
With sulfuric acid at 90℃; for 6h; Inert atmosphere; | ||
With sulfuric acid for 18h; Cooling with ice; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With triethylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; | b Methyl 2-(2-iodophenyl)acetate (/9) (4.65 g, 16.8 mmol), PdCl2(PPh3)2 (295 mg, 421 Mmol) and Cu(l)l (80.0 mg, 421 pmol) were placed into an oven dried reaction flask under nitrogen. (Trimethylsilyl)acetylene (2.80 mL, 20.2 mmol), dry degassed THF (20 mL) and trietfiylamine (20 mL) were added and the reaction mixture was stirred at room temperature for 6 hours. The volatiles were removed under reduced pressure to give a black residue which was adsorbed onto silica thenchromatographed on silica gel (0-5% ethyl acetate/petroleum benzine 40-60 °C) to 20157give the title compound (110) (4.63 g, 99%) as a light brown liquid; H NMR (400 MHz, COCl3) δ 7.48 (dd, J = 7.5, 0.8 Hz, 1H), 7.32 - 7.14 (m, 3H), 3.84 (s, 2H), 3.71 (s, 3H), 0.26 (s, 9H). LCMS Method C: rt 6.64 min. |
99% | With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 16h; | |
99% | With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; | b Methyl 2-(2-((trimethylsilyl)ethynyl)phenyl)acetate (110) Methyl 2-(2-iodophenyl)acetate {19) (4.65 g, 16.8 mmol), PdCI2(PPh3)2 (295 mg, 421 pmoi) and Cu(l)l (80.0 mg, 421 pmoi) were placed into an oven dried reaction flask under nitrogen. (Trimethylsilyl)acetylene (2.80 mL, 20.2 mmol), dry degassed THF (20 mL) and triethyiamine (20 mL) were added and the reaction mixture was stirred at room temperature for 16 hours. The volatiles were removed under reduced pressure to give a black residue which was adsorbed onto silica then chromatographed on silica gel (0-5% ethyl acetate/petroleum benzine 40-60 °C) to give the title compound (HO) (4.83 g, 99%) as a light brown liquid; 1H NMR (400 Hz, CDCI3) δ 7.48 (dd, J = 7.5, 0.8 Hz, 1 H), 7.32 - 7.14 (m, 3H), 3.84 (s, 2H), 3.71 (s, 3H), 0.26 (s, 9H). LC S Method C: rt 6.64 min. |
98% | With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In 1,4-dioxane at 20℃; for 8h; | |
90% | With triethylamine; triphenylphosphine In tetrahydrofuran at 20℃; for 12h; | |
With copper(l) iodide; diethylamine In tetrahydrofuran at 20℃; for 1.5h; | ||
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran at 20℃; | ||
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 12h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | With triethylamine; triphenylphosphine In tetrahydrofuran at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With triethylamine; triphenylphosphine In tetrahydrofuran at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 90 percent / PPh3; triethylamine / CuI; PdCl2(PPh3)2 / tetrahydrofuran / 12 h / 20 °C 2: 88 percent / potasssium carbonate / methanol; ethanol | ||
Multi-step reaction with 2 steps 1: 98 percent / PdCl2(PPh3)2; CuI; diisopropylamine / dioxane / 8 h / 20 °C 2: 87 percent / aq. KF; 18-crown-6 / dioxane / 1 h / 20 °C | ||
Multi-step reaction with 2 steps 1: Et2NH; CuI / PdCl2(PPh3)2 / tetrahydrofuran / 1.5 h / 20 °C 2: TBAF / CH2Cl2 / 0.33 h / 20 °C |
Multi-step reaction with 2 steps 1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 1 h / 0 - 20 °C | ||
Multi-step reaction with 2 steps 1: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 16 h / 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane / 1 h / 0 - 20 °C | ||
Multi-step reaction with 2 steps 1: trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide; triethylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / dichloromethane / 1 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In methanol | 264.1 2-(2-Benzotriazol-1-yl-phenyl)-1-[4-(6-ethyl-thieno[2,3-d]pyrimidin-4-yl)-piperazin-1-yl]-ethanone Step 1: 2-Iodophenylacetic acid (1.45 g) was added to a mixture of methanol (100 mL) and acetyl chloride (5 mL). After stirring at room temperature for 3 hours, the solvent was removed and the residue was dried under vacuum giving the desired 2-iodophenylacetic acid methyl ester. Yield=100% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.38 g (53%) | With methylmagnesium bromide In tetrahydrofuran; toluene | 73.1 Step 1 Step 1 1-(2-iodophenyl)-2-methyl-2-propanol A 100 mL round bottom flask was charged with methyl 2-iodophenylacetate (2.6 g, 9.4 mmol), THF (10 mL) and toluene (30 mL) and kept under an argon atmosphere. This solution was cooled to -10° C. and a solution of methyl magnesium bromide (14.4 mL of 1.5M in THF/toluene (1:3)) was added dropwise over 15 minutes. The reaction was allowed to proceed at r.t. for 3 hours. The reaction was stopped by addition of 25% aq. NH4 OAc (100 mL) and the product was extracted with EtOAc (2*100 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by flash chromatography, eluted with EtOAc/hexane 15% v/v to give 1.38 g (53%) of the title compound as a colorless oil. 1 H NMR (CD3 COCD3): δ1.20 (6H, s), 3.40 (1H, s, OH), 6.90 (1H, dt), 7.30 (1H, dt), 7.50 (1H, dd), 7.80 ppm (1H, dd). |
1.38 g (53%) | With methylmagnesium bromide In tetrahydrofuran; toluene | 73.1 1-(2-iodophenyl)-2-methyl-2-propanol Step 1 1-(2-iodophenyl)-2-methyl-2-propanol A 100 mL round bottom flask was charged with methyl 2-iodophenylacetate (2.6 g, 9.4 mmol), THF (10 mL) and toluene (30 mL) and kept under an argon atmosphere. This solution was cooled to -10° C. and a solution of methyl magnesium bromide (14.4 mL of 1.5 M in THF/toluene (1:3)) was added dropwise over 15 minutes. The reaction was allowed to proceed at r.t. for 3 hours. The reaction was stopped by addition of 25% aq. NH4 OAc (100 mL) and the product was extracted with EtOAc (2*100 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure. The resulting residue was purified by flash chromatography, eluted with EtOAc/hexane 15% v/v to give 1.38 g (53%) of the title compound as a colorless oil. 1 H NMR (CD3 COCD3): δ 1.20 (6H, s), 2.95 (2H, s), 3.40 (1H, s, OH), 6.90 (1H, dt), 7.30 (1H, dt), 7.50 (1H, dd), 7.80 ppm (1H, dd). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
25% | With 2,6-di-tert-butylphenol; lithium chloride In 1,4-dioxane for 4h; Heating / reflux; | 102 To a stirred solution of (2-iodophenyl)acetic acid methyl ester (1 g, 3.62 mmol), LiCl (460 mg, 10.86 mmol), tributylvinyl tin (1.76 mL, 6.02 mmol) and 2,6 ditert-butylphenol (20 mg) in dioxane (50 mL) was added Pd(PPh3)4 (250 mg, 5 mol %) under nitrogen atmosphere. The reaction flask was purged with N2 several times and the resulting mixture was heated to reflux for 4 h at which time the reaction was cooled to rt and quenched by addition of water, MeOH and solid KF. This mixture was further stirred for 20 min followed by extraction with ether. The organic layer was separated, washed with 1N HCl, sat. aq. NaCl and dried over Na2SO4. This dried organic phase was concentrated under reduced pressure to yield crude product that was purified by silica gel column chromatography (2.5 to 5% EtOAc in hexanes) to yield (2-vinyl-phenyl)acetic acid methyl ester in 25% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide for 2h; | 102 To a stirred solution of 2-iodophenyl acetic acid (1 g, 3.81 mmol) in DMF (20 mL) was added K2CO3 (1.5 g) followed by MeI (475 μl). The resulting suspension was stirred for 2 h at which time the reaction was poured into water. This mixture was extracted with ether (20 mL×3) followed by washing of combined ether layers with sat. aq. NaHCO3, then sat. aq. NaCl. The organic phase was dried over Na2SO4, concentrated under reduced pressure to yield pure (2-iodo-phenyl)acetic acid methyl ester which was used for next reaction without any further purification |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | Stage #1: methyl (2-iodophenyl)acetate; trimethylsilylacetylene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide Stage #2: With potassium fluoride; 18-crown-6 ether | |
52% | With copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 16h; | 105 To a stirred solution of 2-iodophenylacetic acid methyl ester (231 mg, 0.84 mmol) in DMF (5 mL) was added CuI (14 mg, 0.07 mmol), trimethylsilylacetylene (107 mL, 0.76 mmol) and Pd(PPh3)4 (17 mg, 15 mol %). This mixture was stirred at room temperature for 16 h at which time the reaction was quenched by addition of water, followed by extraction with EtOAc. The organic phase was washed with sat. aq. NaCl, dried over Na2SO4 and concentrated under reduced pressure to yield crude product that was purified via silica gel chromatography (2.5% to 5% EtOAc in hexanes) to yield (2-ethynylphenyl)acetic acid methyl ester in 52% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | Stage #1: methyl (2-iodophenyl)acetate With diisobutylaluminium hydride In dichloromethane; cyclohexane at -78℃; for 0.75h; Inert atmosphere; Stage #2: With Rochelle's salt In methanol; dichloromethane; cyclohexane at 20℃; for 6h; | |
86% | With diisobutylaluminium hydride In toluene at -78℃; for 4h; | |
82% | With diisobutylaluminium hydride In toluene at -78℃; for 4h; |
Multi-step reaction with 2 steps 1: diisobutylaluminium hydride / dichloromethane / 8 h / -78 °C / Inert atmosphere; Schlenk technique 2: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere; Schlenk technique | ||
Multi-step reaction with 2 steps 1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 6 h / -78 - 20 °C / Inert atmosphere 2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 2 h / 80 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In methanol; diethyl ether; dichloromethane at 0℃; for 1h; | 23 Methyl(2-iodophenyl)acetate (23- 1). Trimethylsilyl diazomethane (15.3 ml, 30.6 mmol, 2.0 M in diethyl ether) was added dropwise to a stirred, cooled O0C solution of (2-iodophenyl)acetic acid (4.0 g, 15.3 mmol) and MeOH (10 ml) in CH2CI2 (50 ml) and the solution was stirred at 0 0C for 1 hour. The yellow solution was purged with nitrogen for 10 minutes. The solvent removed in vacuo and the residue was azeotroped with THF (3 x 25 ml) to afford 4.2 g, 100 % of 23-l as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With diisopropylamine In tetrahydrofuran at 20 - 70℃; for 2h; | 23 Methyl (2-{ [(4αS,5R)-l -(4-fluorophenyl)-5-hydroxy-4α-methyl-1,4,4α,5,6,7- hexahydrocyclopenta[f] indazol-5-yl]ethynyl}phenyl)acetate (23-2). Diisopropylamine (0.693 ml, 4.86 mmol) was added to a solution of 1-6 (1.5 g, 5 4.86 mmol), 23-1 (2.01 g, 7.30 mmol), bis(triphenylphosphine)palladium (II) chloride (341 mg, 0.486 mmol), and CuI (9.3 mg, 0.486 mmol) in anhydrous THF (20 ml) at ambient temperature. The resulting solution was stirred at 70°C for 2 hours, then diluted with diethyl ether, filtered through a pad of celite and the solvent removed in vacuo. Purification by flash chromatography on 120 g of silica, eluting with a gradient of 0-100% EtOAc in hexanes afforded 2.0 g, 90 % of 10 23-2 as an orange oil.MS (ESI): m/z = 457.19 (MH+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; | |
87% | With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 40℃; for 16h; | |
87% | With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 40℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | Stage #1: methyl (2-iodophenyl)acetate With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: phenylacetylene With triethylamine In tetrahydrofuran at 55℃; for 2h; Inert atmosphere; Schlenk technique; | |
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 17h; Inert atmosphere; Schlenk technique; | |
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine In water at 80℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With sodium hydride In tetrahydrofuran at 50℃; | |
83% | With sodium hydride at 20℃; for 2h; Reflux; | |
27 g | With sodium hydride at 0 - 35℃; for 5h; Inert atmosphere; |
Stage #1: methyl (2-iodophenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: carbonic acid dimethyl ester In tetrahydrofuran at 0 - 20℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | In N,N-dimethyl-formamide at 130℃; for 5h; | 1 To a solution of methyl 2-iodobenzoate (100 g, 362.31 mmol) in DMF (350 mL) was added copper (I) cyanide (35.6 g, 398.55 mmol). The resulting mixture was stifled at 130 °C for 5 h. The reaction was diluted with 5% aq. NH4OH solution (350 mL). After stifling for 30 mm, the mixture was extracted with CH2C12 (3 x 200 mL). The organic extracts were dried (Na2SO4) and concentrated under reduced pressure. The resulting crude mixture was purified by flash chromatography (Si02, 7% EA/pet. ether) to afford methyl 2- (2-cyanophenyl)acetate (56 g, 86%) as a brown oil. MS (ESI) mlz 176.0 [M+H]. |
85% | With <i>L</i>-proline In N,N-dimethyl-formamide at 20 - 120℃; Inert atmosphere; | |
82% | In N,N-dimethyl-formamide at 130℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | Stage #1: 2-iodophenylacetic acid methyl ester With lithium dipropan-2-ylazanide In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: iodomethane In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | |
Stage #1: 2-iodophenylacetic acid methyl ester With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: iodomethane In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | ||
Stage #1: 2-iodophenylacetic acid methyl ester With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: iodomethane In tetrahydrofuran at 0 - 20℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | Stage #1: methyl (2-iodophenyl)acetate With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere; | |
64% | Stage #1: methyl (2-iodophenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | In toluene at 110℃; for 20h; | I2.1 Step 1 : Methyl 2-allylphenylacetate; To a solution of methyl 2-iodophenylacetate (1.00 g, 3.62 mmol, prepared from the corresponding acid according to litt. Tetrahedron 63, 2007, 9979) in toluene (45 mL) was added Tetrakis(triphenylphosphine)palladium (209 mg, 0.0.181 mmol) and allyltributylstannane (1.35 mL, 4.34 mmol). The resulting solution was heated to 110 °C for 20 h and then cooled down. The solvents were removed in vacuo. The yellow oil was partitioned between acetonitrile (30 mL) and hexane (30 mL) and the acetonitrile layer was washed with hexane (2*30 mL). The acetonitrile was removed in vacuo and the residue was purified by flash chromatography eluting with cyclohexane and ethyl acetate (15/1) to give Methyl 2- allylphenylacetate (colourless oil, 446 mg, 65 %). Ci2Hi402; MW: 190.24; LCMS (method A) RT 1.74 min; ES: 191 (100%, MH+); IR. 2951, 1734 cm"1; 1H MR (400 MHz, CDC13) δ 7.14 - 7.41 (4 H, m), 5.99 (1 H, m), 5.12 (1 H, m), 5.03 (1 H, m), 3.73 (3 H, s), 3.72 (2 H, s), 3.47 (2 H, dt) ppm. |
65% | With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 20h; | I2.1 Step 1: Step 1: Methyl 2-allylphenylacetate To a solution of methyl 2-iodophenylacetate (1.00 g, 3.62 mmol, prepared from the corresponding acid according to litt. Tetrahedron 63, 2007, 9979) in toluene (45 mL) was added Tetrakis(triphenylphosphine)palladium (209 mg, 0.0.181 mmol) and allyl tributylstannane (1.35 mL, 4.34 mmol). The resulting solution was heated to 110° C. for 20 h and then cooled down. The solvents were removed in vacuo. The yellow oil was partitioned between acetonitrile (30 mL) and hexane (30 mL) and the acetonitrile layer was washed with hexane (2*30 mL). The acetonitrile was removed in vacuo and the residue was purified by flash chromatography eluting with cyclohexane and ethyl acetate (15/1) to give Methyl 2-allylphenylacetate (colourless oil, 446 mg, 65%). C12H14O2; MW: 190.24; LCMS (method A) RT 1.74 min; ES: 191 (100%, MH+); IR. 2951, 1734 cm-1; 1H NMR (400 MHz, CDCl3) δ 7.14-7.41 (4H, m), 5.99 (1H, m), 5.12 (1H, m), 5.03 (1H, m), 3.73 (3H, s), 3.72 (2H, s), 3.47 (2H, dt) ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98.5% | Stage #1: methyl (2-iodophenyl)acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: N-Acetylimidazole In tetrahydrofuran; N,N-dimethyl acetamide at -78 - 20℃; for 2h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In toluene at -78 - 20℃; Inert atmosphere; | 16.16-B Example 16-B. Methyl 2-(2-((3'-(((tert-butoxycarbonyl)amino)methyl)-[1,1'-biphenyl]-3- yl)ethynyl)phenyl)acetate A mixture of tert-butyl ((3'-ethynyl-[1 ,1 '-biphenyl]-3-yl)methyl)carbamate (124 mg, 0.403 mmol), methyl 2-(2-iodophenyl)acetate (CAS 66370-75-0) (557 mg, 2.017 mmol), Cul (15.37 mg, 0.081 mmol), Pd(PPh3)4 (46.6 mg, 0.040 mmol) in toluene (3 mL) at -78 °C was left on high vacuum for 3 min, then back-flushed with N2. Diisopropylamine (0.172 mL, 1.210 mmol) was added and the resulting mixture was warmed to rt and stirred overnight. The reaction mixture was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The combined organics were washed with brine, dried (Na2S04) and concentrated. The residue was purified by FCC (EtOAc-heptane 0-40%) to provide the title compound. 1H NMR (400 MHz, DICHLOROMETHANE-c 2) δ ppm 7.82 (t, J=1.77 Hz, 1 H) 7.60 - 7.66 (m, 2 H) 7.54 - 7.60 (m, 3 H) 7.45 - 7.52 (m, 2 H) 7.32 - 7.40 (m, 4 H) 4.41 (d, J=5.94 Hz, 2 H) 3.97 (s, 2 H) 3.72 (s, 3 1.49 (s, 9 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; iodine In chloroform at 60℃; for 2h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77.2% | Stage #1: methyl (2-iodophenyl)acetate With tetrakis(triphenylphosphine) palladium(0); cesium fluoride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In tetrahydrofuran for 24h; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With triethylsilane; cyclohexa-1,4-diene; oxygen; cobalt acetylacetonate In nonane at 24℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 80℃; | Synthesis of compound 46-c Room temperature,NBS (4.64 g, 26.08 mmol), respectively,Benzoyl peroxide(527 mg, 2.17 mmol) was added to a solution of commercially available compound 46-d (6 g, 21.73 mmol) in carbon tetrachloride (100 mL).The reaction solution was stirred at 80 ° C overnight,Cooled and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution system: petroleum ether / ethyl acetate = 50/1)Compound 46-c (5.8 g, 75%) was obtained as a colorless liquid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 5h; Inert atmosphere; | |
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In tetrahydrofuran; water at 80℃; Inert atmosphere; | General Procedure for the Preparation of 2-Arylbenzoic Acids (Precursors to 1a-d5, 1b-1f, 1i-1p,1s, or 1t) General procedure: Based on a modified literature procedure,24 a round bottom flask was charged with methyl 2-iodobenzoate (2.6 g, 10mmol), arylboronic acid (10.5mmol), PdCl2(PPh3)2 (0.18 g, 0.25mmol), Na2CO3 (2.1 g, 20mmol) in THF (25 mL) and H2O (25 mL) under nitrogen atmosphere. The mixture was stirred at 80 °C overnight. The resulting reaction mixture was cooled to room temperature before H2O was added, and the mixture was extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, and the filtrate was evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel (hexane/EtOAc) to afford the corresponding methyl 2-arylbenzoate as a colorless liquid. Next, to a solution of the methyl 2-arylbenzoate (8mmol) in MeOH (32 mL), 1M NaOH in H2O (32 mL) was added slowly. The resultant mixture was stirred at 50 °C overnight. The resulting reaction mixture was then acidified using an aqueous solution of HCl (1 M) and extracted with CH2Cl2. The combined organic layer was dried over anhydrous Na2SO4, and the filtrate was evaporated under reduced pressure. The crude material was purified by recrystallization from hexane/EtOAc to afford the desired 2-arylbenzoic acid as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Inert atmosphere; Sealed tube; | 20 Example 20: Preparation of methyl 2-(2,3-dihydrobenzofuran-7-yl)acetate Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), methyl 2-iodophenylacetate(0.2 mmol, 1.0 equiv.), ethylene oxide (0.6 mmol, 3.0 equiv.) and dry N-methylpyrrolidone (1.0 mL).The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was heated to 80 ° C and stirred for 24 hours. Reaction vesselAfter cooling to room temperature, it was quenched with water (10 mL) EtOAc (EtOAc)concentrate. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 20:1 (v/v) to give 2-(2,3-dihydrobenzofuran-7-Methyl acetate methyl ester 25 mg (colorless oily liquid, yield 65%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
117 mg | Stage #1: methyl (2-iodophenyl)acetate With 1,10-Phenanthroline; potassium pyrosulfite; tetrabutylammomium bromide; sodium formate; palladium diacetate; triphenylphosphine In dimethyl sulfoxide at 100℃; for 0.5h; Inert atmosphere; Sealed tube; Microwave irradiation; Stage #2: methyl iodide In dimethyl sulfoxide at 20℃; for 25h; | 31-1.1 2-[2-(Methanesulfonyl)phenyl]ethan-1-ol (1) In a test tube for a microwave reaction, potassium disulfite (591 mg), tetrabutylammonium bromide (471 mg), sodium formate (199 mg), palladium (II) acetate (14.9 mg), triphenylphosphine (52.3 mg), 1,10-phenanthroline (35.9 mg) and dimethylsulfoxide (4.43 mL) were mixed, and nitrogen gas was passed therethrough for 10 minutes. Commercially available methyl (2-iodophenyl)acetate (367 mg) was added to the mixture, the test tube was sealed, and then the mixture was stirred at 100°C for 30 minutes under microwave irradiation. After the mixture was cooled to room temperature, the test tube was opened, methyl iodide (82.8 μL) was added to the mixture, and the resultant mixture was stirred at room temperature for 25 hours. This mixture was poured into water, and the resultant mixture was extracted three times with chloroform. The organic layers were combined, washed with brine, and then was separated by a phase separator, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate = 19:1 to 9:11) to give methyl [2-(methanesulfonyl)phenyl]acetate (117 mg) as a light brown oily substance. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96.1% | With copper(l) iodide; (+)-D-glucosamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 110℃; for 8h; | 1.1; 2.1; 3.1 (1) Preparation of Compound C 27.6 g (0.1 mol) of methyl iodoacetate, 16.2 g (0.1 mol) of 2,6-dichloroaniline, 3.8 g (0.02 mol) of CuI, were sequentially added to a three-necked flask. 4.4 g (0.02 mol) of D-glucosamine hydrochloride and 97.8 g (0.3 mol) of Cs2CO3, followed by addition of 80 mL of DMSO and 80 mL of water, stirring to dissolve, controlling the reaction temperature to 110 °C, and continuously reacting for 8 h. After completion of the reaction, 160 mL of ethyl acetate was added, and the mixture was separated by centrifugation, and the mixture was concentrated to dryness to give a compound C 29.8 g, a yield of 96.1%, and a HPLC content of 98.7%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane at 90℃; Inert atmosphere; | 12.2 Step 2: methyl 2-(2-(3,6-dihydro-2H-pyran-4-yl)phenyl)acetate [0223] A mixture of methyl 2-(2-iodophenyl)acetate (828 mg, 3.0 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (945 mg, 4.5 mmol), PdCl2(PPh3)2 (89 mg, 0.12 mmol) and Na2CO3(636 mg, 6. mmol) in 1,4-dioxane(30mL) and water (6mL) was stirred under N2 at 90 °C overnight. The mixture was diluted with H2O (10mL) and extracted with EtOAc (20mL). The organic phase was concentrated in vacuo, and the residue was purified by silica gel column (pet ether:EtOAc 10:1) to give the desired product tert-butyl 2-(3-(2-methoxypropan-2-yl)isochroman-5-yl)acetate as a pale orange oil (488 mg). Yield 70% (ESI 255.1 (M+Na) +). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78.3% | With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere; | 16.1 Step 1: methyl 2-(2-(furan-2-yl)phenyl) acetate [0242] To a solution of methyl 2-(2-iodophenyl)acetate (552 mg, 2 mmol) in 5 mL dry DMF was added furan-2-ylboronic acid (224 mg, 2 mmol), tris(dibenzylideneacetone) dipalladium (0) (91.5 mg, 0.1 mmol), X-Phos (47.6 mg, 0.1 mmol), and potassium phosphate (424 mg, 2 mmol). The mixture was stirred at 60 °C for 1 hour under N2. The reaction was allowed to cool and diluted with ethyl acetate (20 mL) and water (20 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate three times (20 mL X 2). The combined organic layer was washed with brine and dried over anhydrous Na2SO4. After filtration and concentration, the residue was chromatographed (Combiflash), using 5~20% EtOAc/ petroleum ether as eluent, to give methyl 2-(2-(furan-2-yl)phenyl) acetate 340 mg (78.3 %); (ESI 217 (M+H)+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; ethanol; at 100℃; for 12h;Inert atmosphere; | [0254] To a solution of methyl 2-(2-iodophenyl)acetate (1.3 g, 4.8 mmol) in 20 mL dry DME and EtOH (5 mL) were added <strong>[1025707-93-0]3,4-dihydro-2H-pyran-6-boronic acid pinacol ester</strong> (1.0 g, 4.8 mmol), tetrakis(triphenylphosphine)palladium (0) (277 mg, 0.24 mmol), and sodium carbonate (1.0 g, 9.6 mmol) and the mixture was heated at 100 C for 12 h under N2. The mixture was allowed to cool to room temperature and diluted with ethyl acetate (50 mL) and water (10 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (50 mL X 3). The organic phases were combined, washed with brine and dried over anhydrous Na2SO4. After filtration and concentration, the residue was chromatographed (Combiflash), using 0-20% EtOAc/ petroleum ether as eluent, to give methyl 2-(2-(3,4-dihydro-2H-pyran-6-yl)phenyl)acetate (0.4 g, 36%) as an oil. (ESI 233.1(m+1)+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; palladium dichloride In N,N-dimethyl-formamide at 130℃; for 40h; Schlenk technique; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: copper(l) iodide; 2.9-dimethyl-1,10-phenanthroline / toluene / 6 h 2: potassium hydroxide / ethanol / 4 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.7 g | With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 100℃; for 8h; | 1 Reference Preparation Example 1 A mixture of methyl (2-iodophenyl)acetate 0.95 g, (E)-2-cyclopropyl vinyl boronic acid 1 g, tetrakis(triphenylphosphine)palladium (0) 0.12 g, tripotassium phosphate 2.2 g, 1,4-dioxane 15 mL and water 3 mL was stirred at 100° C. for 8 hours. To the resulting mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with MTBE. The resulting organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to an intermediate compound 1 represented by the below-mentioned formula 0.7 g. Intermediate compound 1: 1H-NMR (CDCl3) δ: 0.50 (2H, m), 0.83 (2H, m), 1.60 (1H, m), 3.69 (3H, s), 3.70 (2H, s), 5.60 (1H, dd), 6.66 (1H, d), 7.02-7.22 (3H, m), 7.39 (1H, d). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With palladium diacetate; potassium carbonate; methyl (1S)-bicyclo<2.2.1>hept-2-eno-2-carboxylate In tetrahydrofuran at 110℃; for 24h; Inert atmosphere; Molecular sieve; stereoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; potassium carbonate In ethanol; water; toluene at 50 - 70℃; for 5h; Inert atmosphere; | 1 Synthesis of Intermediate 1: Under the protection of nitrogen, add 50.00 g of methyl 2-(2-iodophenyl) acetate, 37.10 g of p-bromophenylboronic acid, 300 mL of toluene, 100 mL of ethanol, 100 mL of water, 50.06 g of potassium carbonate, and tetrabutyl to a 1L reaction flask. 5.84g of ammonium bromide, after adding, stir and heat to 50°C, then quickly add 1.05g of tetrakis(triphenylphosphine) palladium, continue to heat up to 70°C and reflux for 5h, cool down and stop the reaction. Separate, extract, wash with water until neutral, dry, filter, and concentrate until no output. Freeze and recrystallize with n-heptane to LC>95%. Dry naturally at room temperature and 25°C to obtain 38.68 g of methyl 2-(4'-bromo-[1,1'-biphenyl]-2-yl)acetate. Yield: 70%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With palladium diacetate; potassium carbonate; methyl (1S)-bicyclo<2.2.1>hept-2-eno-2-carboxylate In tetrahydrofuran at 110℃; for 24h; Inert atmosphere; Molecular sieve; | 5 Example 5: Preparation of Compound I-5 Under the protection of argon, add palladium acetate (2.3mg, 0.01mmol), potassium carbonate (34.6mg, 0.25mmol), potassium naphthalenyltrifluoroborate (46.8mg, 0.2mmol), Molecular sieve (40.0mg) and dry tetrahydrofuran (0.5mL), then add (1S, 4R)-2-norbornene-2-carboxylic acid methyl ester (7.6mg, 0.05mmol), Methyl 2-(2-iodophenyl)acetate (27.6mg, 0.1mmol), Methyl 2-bromo-3-methylbenzoate (34.4 mg, 0.15 mmol). The resulting mixture was reacted at 110°C under an argon atmosphere for 24 hours. After the reaction, it was cooled to room temperature, and the mixture was filtered through Celite.Wash with ethyl acetate and distill under reduced pressure to remove the solvent,Column chromatography was separated and purified to obtain compound I-5 (colorless oily liquid, yield = 45%, d.r.>20:1, e.e.>99%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With potassium <i>tert</i>-butylate In toluene at 100℃; for 2h; Schlenk technique; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With potassium metabisulphite; tributyl-amine; palladium diacetate; tri-tert-butylphosphonium hydrogen tetrafluoroborate In N,N-dimethyl acetamide at 100℃; for 20h; Sealed tube; Inert atmosphere; |
Tags: 66370-75-0 synthesis path| 66370-75-0 SDS| 66370-75-0 COA| 66370-75-0 purity| 66370-75-0 application| 66370-75-0 NMR| 66370-75-0 COA| 66370-75-0 structure
[ 502649-73-2 ]
Methyl 2-(3-iodophenyl)acetate
Similarity: 0.90
[ 880134-34-9 ]
Methyl 2-(5-iodo-2-methylphenyl)acetate
Similarity: 0.86
[ 502649-73-2 ]
Methyl 2-(3-iodophenyl)acetate
Similarity: 0.90
[ 880134-34-9 ]
Methyl 2-(5-iodo-2-methylphenyl)acetate
Similarity: 0.86
[ 502649-73-2 ]
Methyl 2-(3-iodophenyl)acetate
Similarity: 0.90
[ 880134-34-9 ]
Methyl 2-(5-iodo-2-methylphenyl)acetate
Similarity: 0.86
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :