ChemicalBook CAS DataBase List METHYL 3-CYANO-4-METHOXYBENZOATE

METHYL 3-CYANO-4-METHOXYBENZOATE synthesis

7synthesis methods

Product Name:METHYL 3-CYANO-4-METHOXYBENZOATE
CAS Number:25978-74-9
Molecular formula:C10H9NO3
Molecular Weight:191.18

35450-37-4

25978-74-9

General procedure for the synthesis of methyl 3-cyano-4-methoxybenzoate from methyl 3-bromo-4-methoxybenzoate: to a solution of methyl 3-bromo-4-methoxybenzoate (1.1 g, 4.4 mmol) in dimethylformamide (10 mL) was added cuprous cyanide (1.2 g, 13.2 mmol). The reaction mixture was heated to 140 °C and maintained for 6 hours. After the reaction was completed, it was cooled to room temperature and diluted by adding ethyl acetate (25 mL). The organic phase was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by fast column chromatography (eluent: petroleum ether/ethyl acetate=10:1) to afford methyl 3-cyano-4-methoxybenzoate (662 mg, 79% yield) as a white solid.

35450-37-4
136 suppliers
$20.00/10mg

25978-74-9
106 suppliers
$43.00/1g

Yield:25978-74-9 79%

Reaction Conditions:

with copper(l) cyanide in N,N-dimethyl-formamide at 140; for 6 h;

Steps:

8.2 Step 2: Preparation of 3-cyano-4-methoxybenzoic acid methyl ester
To a solution of compound y (1.1 g, 4.4 mol) in dimethylformamide (10 mL) was added cuprous cyanide (1.2 g, 13.2 mmol). And the mixture was heated to 140 ° C for 6 hours. The reaction system was cooled and then ethyl acetate (25 mL) was added. The extracted organic phase was washed with saturated brine and the concentrated residue was dried and concentrated by flash column chromatography (petroleum ether: ethyl acetate = 10: 1) to give a white solid Compound z: Methyl 3-cyano-4-methoxybenzoate (662 mg, yield 79%).

References:

Shanghai Huilun Life Technology Co., Ltd.;Fan Xing;Qin Jihong CN106146504, 2016, A Location in patent:Paragraph 0219; 0220; 0221; 0224; 0225

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