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. : | 28241-99-8 | MDL No. : | MFCD00464117 |
Formula : | C11H10O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | SPVYQEMDTUNTIB-UHFFFAOYSA-N |
M.W : | 190.20 | Pubchem ID : | 777693 |
Synonyms : |
|
Num. heavy atoms : | 14 |
Num. arom. heavy atoms : | 9 |
Fraction Csp3 : | 0.18 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 53.4 |
TPSA : | 50.44 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.0 cm/s |
Log Po/w (iLOGP) : | 1.83 |
Log Po/w (XLOGP3) : | 2.05 |
Log Po/w (WLOGP) : | 2.65 |
Log Po/w (MLOGP) : | 0.86 |
Log Po/w (SILICOS-IT) : | 2.69 |
Consensus Log Po/w : | 2.02 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.72 |
Solubility : | 0.362 mg/ml ; 0.0019 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.74 |
Solubility : | 0.348 mg/ml ; 0.00183 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.44 |
Solubility : | 0.0695 mg/ml ; 0.000366 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 2.46 |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 | UN#: | |
Hazard Statements: | H302-H312-H332 | Packing Group: | |
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 |
---|---|---|
With pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With sodium hydroxide In 1,4-dioxane for 2h; | |
17.3% | With sodium hydroxide In 1,4-dioxane at 20℃; for 2h; | |
With sodium hydroxide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With acetic acid Ambient temperature; | |
30.3% | In nitromethane at 50 - 60℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In 1,2-dichloro-ethane Ambient temperature; | |
49% | In nitromethane for 6h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With potassium carbonate; potassium iodide In N,N-dimethyl-formamide; acetone for 50h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; | |
82% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 2h; | |
72% | With potassium carbonate; potassium iodide In N,N-dimethyl-formamide; acetone for 50h; Heating; |
42% | With potassium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2.75h; | 3.2.1. 3-Acetyl-5-methoxy-2-methylbenzofuran 9 3-Acetyl-5-hydroxy-2-methylbenzofuran 833 (1.62 g, 8.5 mmol)in DMF (30 mL) was added to a stirring suspension of potassium hydride (0.61 g, 15.2 mmol) in DMF (50 mL) at 0 °C. The mixturewas stirred at room temperature for 45 min. Iodomethane(1.80 g, 12.7 mmol) was added dropwise at 0 °C and the mixture allowed to warm to room temperature. After 2 h saturated ammonium chloride solution was added and the mixture extracted with ethyl acetate. The ethyl acetate layer was washed thoroughly with hydrochloric acid (1 M), dried (MgSO4) and concentrated.The crude product was purified by chromatography eluting with dichloromethane to yield the title compound as a colorless solid (0.74 g, 42%), mp 69-70 °C (lit.,41 mp 72 C); δH(300 MHz; CDCl3) 7.48 (1H, d, J 2.6, 4-H), 7.33 (1H, d, J 8.9,7-H), 6.89 (1H, dd, J 8.9, J 2.6, 6-H), 3.88 (3H, s, OMe), 2.76 (3H,s, Me), 2.62 (3H, s, Me). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | In acetic acid at 65 - 70℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With bismuth(III) chloride In toluene for 8h; Inert atmosphere; Reflux; | |
61% | With zinc(II) chloride In ethanol for 40h; Heating; | |
45% | With copper(II) bis(trifluoromethanesulfonate) In toluene for 10h; Reflux; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | With acetic acid for 2h; | |
58% | In acetic acid for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C 2.2: -78 - 20 °C | ||
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C 2.2: -78 - 20 °C 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C 2.2: -78 - 20 °C 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h | ||
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C 2.2: -78 - 20 °C 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: hexane / UV-irradiation | ||
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Multi-step reaction with 6 steps 1: sodium hydroxide / 1,4-dioxane / 2 h / 20 °C 2: sodium hydride; methanol / tetrahydrofuran 3: potassium hydroxide / methanol / 4 h / Reflux 4: 0.08 h / Reflux 5: toluene / UV-irradiation 6: toluene / Irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C / Inert atmosphere 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C 2.2: -78 - 20 °C 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h | ||
Multi-step reaction with 4 steps 1: sodium hydroxide / 1,4-dioxane / 2 h / 20 °C 2: sodium hydride; methanol / tetrahydrofuran 3: potassium hydroxide / methanol / 4 h / Reflux 4: 0.08 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: water / 2 h / 20 °C 2: acetic acid / 2 h | ||
Multi-step reaction with 2 steps 1: water / 2 h / 20 °C 2: acetic acid / 2 h | ||
Multi-step reaction with 2 steps 1: water / 2 h / 20 °C 2: nitromethane / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: 1,5-dibromo-pentane In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | In nitromethane for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: dichloromethane / 0.08 h / UV-irradiation | ||
Multi-step reaction with 5 steps 1: sodium hydroxide / 1,4-dioxane / 2 h / 20 °C 2: sodium hydride; methanol / tetrahydrofuran 3: potassium hydroxide / methanol / 4 h / Reflux 4: 0.08 h / Reflux 5: toluene / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h | ||
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: bromine / acetic acid 3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 3.2: -78 - 20 °C / Inert atmosphere 4.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 5.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: dichloromethane / 0.08 h / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: dichloromethane / 0.08 h / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: dichloromethane / 0.08 h / UV-irradiation | ||
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: dichloromethane / 0.08 h / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 4.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 5.1: dichloromethane / 0.08 h / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: bromine / acetic acid 3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 3.2: -78 - 20 °C / Inert atmosphere 4.1: potassium hydroxide / ethanol; water / 20 h / 70 °C 5.1: dicyclohexyl-carbodiimide / dichloromethane / 48 h 6.1: dichloromethane / 0.08 h / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C | ||
Multi-step reaction with 3 steps 1: sodium hydroxide / 1,4-dioxane / 2 h / 20 °C 2: sodium hydride; methanol / tetrahydrofuran 3: potassium hydroxide / methanol / 4 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C | ||
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: potassium hydroxide / ethanol; water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: bromine / acetic acid 3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 3.2: -78 - 20 °C / Inert atmosphere 4.1: potassium hydroxide / ethanol; water / 20 h / 70 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: bromine / acetic acid 3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 3.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: Ethyl 4-bromobutyrate In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: 9-bromoethylanthracene In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: 1-bromomethyl-4-bromobenzene In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: 1,3-dibromo-propane In N,N-dimethyl-formamide at 20℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | With sodium ethanolate In ethanol for 0.5h; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With sodium ethanolate In ethanol for 0.5h; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C / Inert atmosphere 2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: 48 h / -78 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | Stage #1: 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere; Stage #2: bromoacetic acid methyl ester In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; |
[ 189828-67-9 ]
1-(5,6-Dihydroxy-2-methylbenzofuran-3-yl)ethanone
Similarity: 0.97
[ 1477-19-6 ]
(2-Ethylbenzofuran-3-yl)(4-hydroxyphenyl)methanone
Similarity: 0.94
[ 709641-01-0 ]
1-(5,6-Dihydroxy-2,4-dimethylbenzofuran-3-yl)ethanone
Similarity: 0.92
[ 709640-99-3 ]
1-(5,6-Dihydroxy-2,7-dimethylbenzofuran-3-yl)ethanone
Similarity: 0.91
[ 52490-15-0 ]
(2-Butylbenzofuran-3-yl)(4-hydroxyphenyl)methanone
Similarity: 0.89
[ 189828-67-9 ]
1-(5,6-Dihydroxy-2-methylbenzofuran-3-yl)ethanone
Similarity: 0.97
[ 94541-06-7 ]
(4-Methoxyphenyl)(2-methylbenzofuran-3-yl)methanone
Similarity: 0.94
[ 1477-19-6 ]
(2-Ethylbenzofuran-3-yl)(4-hydroxyphenyl)methanone
Similarity: 0.94
[ 709641-01-0 ]
1-(5,6-Dihydroxy-2,4-dimethylbenzofuran-3-yl)ethanone
Similarity: 0.92
[ 40484-98-8 ]
1-(2-Methylbenzofuran-3-yl)ethanone
Similarity: 0.92
[ 189828-67-9 ]
1-(5,6-Dihydroxy-2-methylbenzofuran-3-yl)ethanone
Similarity: 0.97
[ 94541-06-7 ]
(4-Methoxyphenyl)(2-methylbenzofuran-3-yl)methanone
Similarity: 0.94
[ 1477-19-6 ]
(2-Ethylbenzofuran-3-yl)(4-hydroxyphenyl)methanone
Similarity: 0.94
[ 709641-01-0 ]
1-(5,6-Dihydroxy-2,4-dimethylbenzofuran-3-yl)ethanone
Similarity: 0.92
[ 40484-98-8 ]
1-(2-Methylbenzofuran-3-yl)ethanone
Similarity: 0.92