Anisole → HCID 230423, compound

In 200 ml of dichloromethane were dissolved 5.4 g of anisol and 4.98 g of maleic anhydride, and 9.95 g of anhydrous aluminum chloride was added gradually under ice-cooling with stirring. Then, the mixture was stirred at room temperature for 5 hours. The reaction solution was concentrated under reduced presource, and poured into a mixture of 10 ml of conc. hydrochloric acid and 150 g of ice, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over magnesium sulfate. The ethyl acetate was removed from the solution by evaporation under reduced pressure, and the residue was recrystallized from a mixture of hexane and diethyl ether to give 3.85 g of 3-(4-methoxybenzoyl)acrylic acid.

1. additionwas added gradually under ice-
2. temperaturecooling
3. stirringThen, the mixture was stirred at room temperature for 5 hours
4. concentrationThe reaction solution was concentrated under reduced presource
5. additionpoured into a mixture of 10 ml of conc. hydrochloric acid and 150 g of ice
6. extractionthe mixture was extracted with ethyl acetate
7. washThe organic layer was washed with water
8. dry with materialdried over magnesium sulfate
9. customThe ethyl acetate was removed from the solution by evaporation under reduced pressure
10. customthe residue was recrystallized from a mixture of hexane and diethyl ether

ORD record

ord-cf44306cb89c46f4911d199e717db6c8

Source dataset

uspto-grants-1986_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04594197