Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List METHYL (4-CYANOPHENYL)ACETATE
52798-01-3

METHYL (4-CYANOPHENYL)ACETATE synthesis

7synthesis methods
Methanol

67-56-1

4-CYANOPHENYLACETIC ACID

5462-71-5

METHYL (4-CYANOPHENYL)ACETATE

52798-01-3

The general procedure for the synthesis of methyl 2-(4-cyanophenyl)acetate from methanol and 4-cyanophenylacetic acid was as follows: concentrated sulfuric acid (98%, 4.5 g, 54.8 mmol) was added slowly and dropwise to 40 ml of methanol solution of 4-cyanophenylacetic acid (3 g, 18.0 mmol), and the reaction mixture was stirred for 4 h at room temperature. After completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted with saturated aqueous sodium bicarbonate solution to 8. Subsequently, the reaction mixture was extracted with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give methyl 2-(4-cyanophenyl)acetate 3.2 g in 98% yield.

-

Yield:52798-01-3 100%

Reaction Conditions:

with thionyl chloride for 12 h;Cooling with ice;

Steps:

4 Synthesis of methyl (4-cyanophenyl) acetate

General procedure: To an ice-cold solution of 4- cyanophenyl acetic acid (1 eq) in MeOH was added 1.5 eq of thionyl chloride dropwise and stirred for 12 hr. After completion of the reaction the methanol was evaporated and the reaction quenched slowly by adding saturated sodium bicarbonate solution and extracted three times with ethyl acetate, the organic extracts were combined and dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified using flash chromatography using a hexane/ethyl acetate gradient to yield methyl (4-cyanophenyl) acetate as white solid in quantitative yield.

References:

WO2020/6508,2020,A1 Location in patent:Paragraph 0143; 0149

METHYL (4-CYANOPHENYL)ACETATE Related Search: