Home Cart 0 Sign in  

[ CAS No. 887260-96-0 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 887260-96-0
Chemical Structure| 887260-96-0
Structure of 887260-96-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 887260-96-0 ]

Related Doc. of [ 887260-96-0 ]

Alternatived Products of [ 887260-96-0 ]

Product Details of [ 887260-96-0 ]

CAS No. :887260-96-0 MDL No. :MFCD07644491
Formula : C10H10B2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :LUKFOICJEVFQSR-UHFFFAOYSA-N
M.W : 215.81 Pubchem ID :59464641
Synonyms :

Safety of [ 887260-96-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 887260-96-0 ]

* 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.

  • Downstream synthetic route of [ 887260-96-0 ]

[ 887260-96-0 ] Synthesis Path-Downstream   1~20

  • 1
  • [ 3034-53-5 ]
  • [ 887260-96-0 ]
  • [ 1065514-69-3 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate In ethanol; water; toluene 1 Example 1; (Synthesis of Organic Semiconductor Material)The following compounds (1) and (2) were synthesized by methods of the following reaction formulas (1-1) and (2-1), respectively, and were used for next coupling. As a result, a compound (3) that is an example of a compound in which A1 and D1 are each an unsubstituted anthracene ring and X1 is an unsubstituted naphthalene ring in the general formula (1) was obtained. In a nitrogen-purged reactor were placed 60 mL of toluene, 30 mL of ethanol, 30 mL of a 10 wt % sodium carbonate aqueous solution, 150.2 mg (0.13 mmol) of tetrakis(triphenylphosphine)palladium, and 494.3 mg (1.1 mmol) of the compound (1) and 1.0731 g (3.5 mmol) of the compound (2) which had been previously prepared, and bubbling was performed with Ar gas for several minutes in order to remove oxygen remaining in the system. The reaction mass was heated by a temperature-controlled heating medium and refluxed for 24 hours. After cooling the reaction mass to room temperature, precipitated crystals were filtered off and the crystals collected by filtration were sufficiently washed sequentially with pure water, ethanol and toluene. The crystals were dried under vacuum, and thereby 450.2 mg (1.58 mmol) of yellow crystals of a compound (3) were obtained in a yield of 89%.MALDI-TOF m/z=646.99 (calc. 646.15)
  • 2
  • [ 887260-96-0 ]
  • C56H32O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide; tetrakis(triphenylphosphine) palladium(0) / water; toluene / 70 - 80 °C / Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 90 - 100 °C / Inert atmosphere
  • 3
  • [ 887260-96-0 ]
  • C56H36 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium hydroxide; tetrakis(triphenylphosphine) palladium(0) / water; toluene / 70 - 80 °C / Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 90 - 100 °C / Inert atmosphere 3: sodium tetrahydroborate / toluene / 10 - 20 °C / Inert atmosphere
  • 4
  • [ 887260-96-0 ]
  • C21H17BrO2 [ No CAS ]
  • C29H21BrO2 [ No CAS ]
  • C60H44O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75.1% With tetrakis(triphenylphosphine) palladium(0); potassium hydroxide In water; toluene at 70 - 80℃; Inert atmosphere; 1 Synthesis of intermediate compound 3: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 1 38.1 g (0.1 mol), Compound 2 48.1 g (0.1 mol),Potassium hydroxide 11.2g (0.2mol), water 16.8g, toluene 500g, Pd(PPh3) 41.15g (0.001mol), stirring is turned on, heating is performed using an oil bath,Temperature control 70-80 °C heat 6-8h, TLC detection reaction is complete, stratification,After washing with water and removing the solvent to obtain a crude product, a theoretical amount of the product is added and the weight of toluene and ethanol are recrystallized to obtain Compound 3, which is dried at 95° C. to obtain 62.2 g of Compound 3,Yield 75.1%.
  • 5
  • [ 887260-96-0 ]
  • C29H21BrO2 [ No CAS ]
  • C37H25BrO2 [ No CAS ]
  • C76H52O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With palladium diacetate; potassium carbonate In water; toluene at 70 - 80℃; Inert atmosphere; 4 Synthesis of intermediate compound 21: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 19 48.1 g (0.1 mol), Compound 20 58.1 g (0.1 mol),Potassium carbonate 27.6g (0.2mol), water 55.2g, toluene 600g,Palladium acetate 0.24g (0.00107mol), stirring turned on, heating with oil bath,The temperature is controlled at 70-80°C for 6-9h, and the reaction is complete after TLC detection.After washing with water and removing the solvent to obtain a crude product, adding a theoretical amount of the product, e.g., a weight of toluene, and ethanol, recrystallization to obtain a compound 21, and drying at 95°C to obtain a compound 21 82.3 g, Yield 80%.
  • 6
  • [ 887260-96-0 ]
  • C27H21BrO2 [ No CAS ]
  • C37H27BrO2 [ No CAS ]
  • C74H54O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 70 - 80℃; Inert atmosphere; 2 Synthesis of intermediate compound 9: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 750.3 g (0.0011 mol), Compound 8 58.3 g (0.1 mol),Potassium carbonate 27.6g (0.2mol), water 55.2g, toluene 500g,Pd(PPh3)4 2.3g (0.002mol), start stirring,Use oil bath heating, temperature control 70-80 °C heat 6-8h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.The theoretical amount of the product was added and the weight of toluene and ethanol were recrystallized to obtain Compound 9, and the mixture was dried at 95° C. to obtain 75.6 g of Compound 9, with a yield of 75.0%.
  • 7
  • [ 887260-96-0 ]
  • C33H25BrO2 [ No CAS ]
  • C37H25BrO2 [ No CAS ]
  • C80H56O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 70 - 80℃; Inert atmosphere; 3 Synthesis of Intermediate Compound 15: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 13 64 g (0.12 mol), Compound 14 58.1 g (0.1 mol),Potassium carbonate 27.6g (0.2mol), water 55.2g, toluene 600g, Pd(PPh3) 41.15g (0.001mol), start stirring,Use oil bath heating, temperature control 70-80 °C heat 6-9h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.Adding a theoretical amount of the product to a weight equal weight of toluene and ethanol to recrystallize Compound 15 and drying at 95°C to obtain compound 15 86.5 g, yield 80%.
  • 8
  • [ 887260-96-0 ]
  • C33H23BrO2 [ No CAS ]
  • C37H25BrO2 [ No CAS ]
  • C80H54O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With palladium diacetate; sodium carbonate In water; toluene at 70 - 80℃; Inert atmosphere; 5 Synthesis of intermediate compound 27: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 2547.7 g (0.09 mol), Compound 26 52.3 g (0.09 mol),Sodium carbonate 50.4g (0.4mol), water 100g, toluene 600g,Palladium acetate 0.24g (0.00107mol), stirring turned on, heating with oil bath,Temperature control 70-80 °C heat 6-8h, TLC detection reaction is complete, stratification,After washing with water and removing the solvent to obtain a crude product, a theoretical amount of the product, such as toluene and ethanol, is added to recrystallize compound 27, and dried at 95° C. to obtain 279.1.1 g of compound 27.Yield 90%.
  • 9
  • [ 887260-96-0 ]
  • C33H23BrO2 [ No CAS ]
  • C31H21BrO2 [ No CAS ]
  • C74H50O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 60 - 70℃; Inert atmosphere; 6 Synthesis of intermediate compound 33: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 31 53.1 g (0.1 mol), Compound 32 50.5 g (0.1 mol),Sodium carbonate 53g (0.5mol), water 110g, toluene 500g,Tetratriphenylphosphine Palladium 1.386 g (0.0012 mol), stirring is turned on,Use oil bath heating, temperature control 60-70 °C heat 8-10h,After the TLC test is complete, it is layered, washed with water, and desolvated to obtain crude product.Then, the product was added into a theoretical amount of toluene and ethanol to recrystallize to give compound 33, which was dried at 95° C. to obtain compound 33 (75.2 g) in a yield of 75%.
  • 10
  • [ 887260-96-0 ]
  • C41H27BrO2 [ No CAS ]
  • C33H23BrO2 [ No CAS ]
  • C84H56O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In water; toluene at 70 - 80℃; 7 Synthesis of Intermediate Compound 39: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 3769.4 g (0.11 mol), Compound 38 58.5 g (0.11 mol),Sodium hydroxide 20g (0.5mol), water 40g, toluene 400g,Tetratriphenylphosphine Palladium 1.386 g (0.0012 mol), stirring is turned on,Use oil bath heating, temperature control 70-80 °C heat 8-10h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.The theoretical weight of toluene was added to the product and recrystallized from ethanol to give compound 39. After drying at 95° C., compound 39 84.7 g was obtained in a yield of 75%.
  • 11
  • [ 887260-96-0 ]
  • C41H27BrO2 [ No CAS ]
  • C31H21BrO2 [ No CAS ]
  • C82H54O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In water; toluene at 70 - 80℃; Inert atmosphere; 8 Synthesis of intermediate compound 45: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 4369.4 g (0.11 mol), Compound 44 55.6 g (0.11 mol),Sodium hydroxide 20g (0.5mol), water 40g, toluene 400g,Tetratriphenylphosphine Palladium 1.386 g (0.0012 mol), stirring is turned on,Use oil bath heating, temperature control 70-80 °C heat 8-10h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.The theoretical weight of toluene and ethanol were added to recrystallize the product to obtain compound 45, which was dried at 95° C. to obtain 95.9 g of compound 45 with a yield of 90%.
  • 12
  • [ 887260-96-0 ]
  • C31H21BrO2 [ No CAS ]
  • C38H29BrO2 [ No CAS ]
  • C79H56O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 90 - 100℃; 10 Synthesis of Intermediate Compound 57: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 55 59.7 g (0.1 mol), Compound 56 50.5 g (0.11 mol),Sodium carbonate 53g (0.5mol), water 120g, toluene 500g,Tetratriphenylphosphine Palladium 1.386 g (0.0012 mol), stirring is turned on,Use oil bath heating, temperature control 90-100 °C insulation 8-10h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.The theoretical weight of toluene and ethanol were added to recrystallize the product to give compound 57, which was dried at 95° C. to obtain 77 g of compound 57 with a yield of 80%.
  • 13
  • [ 887260-96-0 ]
  • C39H25BrO2 [ No CAS ]
  • C37H25BrO2 [ No CAS ]
  • C86H56O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With potassium carbonate; palladium dichloride In water; toluene at 90 - 100℃; Inert atmosphere; 9 Synthesis of intermediate compound 51: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 49 60.4 g (0.1 mol), Compound 50 58.2 g (0.1 mol),Potassium carbonate 69g (0.5mol), water 160g, toluene 500g,Palladium chloride 0.24g (0.0012mol), stirring turned on, heating with oil bath,Temperature-controlled temperature of 90-100°C for 8-10 hours, TLC detection reaction is complete,Layered, washed, solvent removed crude,Adding a theoretical amount of the product to an equal weight of toluene and ethanol to recrystallize Compound 51,Drying at 95°C gave compound 51 103.7 g in 90% yield.
  • 14
  • [ 887260-96-0 ]
  • C38H29BrO2 [ No CAS ]
  • C39H28BrNO2 [ No CAS ]
  • C87H63NO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 60 - 70℃; Inert atmosphere; 11 Synthesis of intermediate compound 63: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 61 59.7 g (0.1 mol), Compound 62 59.4 g (0.1 mol),Potassium carbonate 27.6g (0.2mol), water 135g, toluene 600g,Tetratriphenylphosphine Palladium 0.5775g (0.0005mol), stirring turned on,Use oil bath heating, temperature control 60-70 °C heat 8-10h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.The theoretical weight of toluene and ethanol were added to recrystallize the product to obtain compound 63, which was dried at 95° C. to obtain 92.3 g of compound 63 with a yield of 80%.
  • 15
  • [ 887260-96-0 ]
  • C39H28BrNO2 [ No CAS ]
  • C35H23BrO3 [ No CAS ]
  • C84H57NO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 30 - 40℃; Inert atmosphere; 12 Synthesis of intermediate compound 69: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 67 60 g (0.105 mol), Compound 68 59.4 g (0.1 mol),31.8 g (0.3 mol) of sodium carbonate, 135 g of water, 600 g of toluene,Tetratriphenylphosphine Palladium 0.5775g (0.0005mol), stirring turned on,Use oil bath heating, temperature control 30-40 °C insulation 8-10h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.Adding a theoretical amount of the product, e.g., dichloroethane, to ethanol to recrystallize compound 69, which was dried at 95°C to obtain 99.5g of compound 69 in a yield of 80%.
  • 16
  • [ 887260-96-0 ]
  • C39H28BrNO2 [ No CAS ]
  • C35H23BrO2S [ No CAS ]
  • C84H57NO4S [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With tetrakis(triphenylphosphine) palladium(0); potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; water at 30 - 40℃; Inert atmosphere; 13 Synthesis of intermediate compound 75: Under a nitrogen atmosphere, a 1,000 ml three-neck flask was charged with Compound A 21.6 g (0.1 mol), Compound 7364.6 g (0.11 mol), Compound 74 59.5 g (0.1 mol),Potassium hydroxide 16.8g (0.3mol), water 84g, xylene 600g,Tetratriphenylphosphine Palladium 0.5775g (0.0005mol), stirring turned on,Use oil bath heating, temperature control 30-40 °C insulation 8-10h,After the TLC test is complete, it is layered, washed, and solvent removed to obtain crude product.The product was theoretically weighed in equal parts by weight and recrystallized from ethanol and ethanol to give compound 75, which was dried at 95° C. to obtain 99.5 g of compound 75 with a yield of 80%.
  • 17
  • [ 121-43-7 ]
  • [ 13720-06-4 ]
  • [ 887260-96-0 ]
YieldReaction ConditionsOperation in experiment
80% Under nitrogen protection, 5,2 g of compound <strong>[13720-06-4]2,6-dibromonaphthalene</strong> (0.2 mol) and 572 g of tetrahydrofuran were added to a 1000 ml three-necked flask, and the temperature was lowered in a low-temperature bath.Controlled temperature -70-80C Add dropwise n-butyl lithium n-hexane solution to the reaction flask 96ml(0.24mol), temperature control -70-80C for 2h; temperature control -70-80CTo the reaction flask, 49.9 g (0.48 mol) of trimethyl borate was added dropwise.Control temperature -70 ~ -80 C heat 2h; then the reaction solution was added to 36.8g (0.8mol) formic acid, temperature control 5-10 C acidification reaction, after solvent removal,Boiled to give 34.5 g of compound A in a yield of 80%.
72% The experimental apparatus was sufficiently dried, 28.6 g (100 mmol) of <strong>[13720-06-4]2,6-dibromonaphthalene</strong> was added to a 2 L three-necked flask, 600 ml of dried tetrahydrofuran was added, dissolved, and the temperature was lowered to -78 C, and 88 ml of 2.5 M n-BuLi was added dropwise. 220 mmol, 2.2 eq.). After the completion of the dropwise addition, the mixture was stirred at the temperature for 1 hour, and then 10.3 g of trimethyl borate was added dropwise at the temperature.(260 mmol, 2.6 eq.), and the mixture was stirred at room temperature for 12 hours after the completion of the dropwise addition. After the reaction was completed, 4M hydrochloric acid solution was added, and the mixture was extracted with methylene chloride. The organic phase was washed with saturated brine to dryness, dried, and then evaporated, and then evaporated. Intermediate (13), 15.5 g, yield 72%.
  • 18
  • [ 887260-96-0 ]
  • C77H44O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 12 h / 110 °C / Inert atmosphere 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; water / 12 h / 110 °C / Inert atmosphere
  • 19
  • [ 50548-45-3 ]
  • [ 887260-96-0 ]
  • C22H15BO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In ethanol; water; toluene; at 110℃; for 12h;Inert atmosphere; 15.5 g (72 mmol) of the intermediate (13) obtained in [Reaction Formula 16] and 16.2 g (65.5 mmol)<strong>[50548-45-3]1-bromodibenzofuran</strong>yl group, added to a 1 L three-necked flask,Add 300 ml of toluene and 75 ml of ethanol to dissolve, and pass nitrogen for 15 minutes.An additional 98.3 ml of an aqueous solution of K2CO3 (196.5 mmol, 2 M) was added.Finally, 1.5 g of Pd(PPh3)4 (2 molpercent) was added. Warming up to 110 ° C,The reaction was completed in 12 hours. Adsorption with activated carbon, suction filtration, solvent removal, drying, recrystallization from toluene and ethanol afforded 19 g of intermediate (14), yield 86percent.
  • 20
  • [ 887260-96-0 ]
  • 2-bromo-4,6-di-p-tolyl[1,3,5]triazine [ No CAS ]
  • C44H34N6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere; 1 Synthesis steps: Add the raw material (11) (weight ratio 3.39g, 10mmol) to a 250mL two-necked flask,Raw material (12) (weight ratio of 1.08g, 5mmol),Pd (dppf) Cl2 (0.36g weight ratio, 0.4mmol)And potassium acetate (0.12g, 1.2mmol by weight),Draw three times, and inject 100mL of N, N'-dimethylformamide, which has been deoxidized under argon atmosphere, and react at 80 ° C for 24 hours;Cool to room temperature, pour the reaction solution into 200 mL of ice water, extract three times with dichloromethane, combine the organic phases, spin into silica gel, and isolate and purify by column chromatography (dichloromethane: n-hexane, v: v, 1: 3)There was obtained 2.17 g of a white powder with a yield of 67%.MS (EI) m / z: 646.18.
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 887260-96-0 ]

Organoboron

Chemical Structure| 32316-92-0

[ 32316-92-0 ]

2-Naphthaleneboronic acid

Similarity: 1.00

Chemical Structure| 654664-63-8

[ 654664-63-8 ]

Triphenylen-2-ylboronic acid

Similarity: 1.00

Chemical Structure| 141981-64-8

[ 141981-64-8 ]

Anthracen-2-ylboronic acid

Similarity: 1.00

Chemical Structure| 1188094-10-1

[ 1188094-10-1 ]

Phenanthren-2-ylboronic acid

Similarity: 1.00

Chemical Structure| 1188094-46-3

[ 1188094-46-3 ]

Phenanthren-3-ylboronic acid

Similarity: 1.00