Potassium Hydroxide → alpha,alpha-Dimethyl-3-thiopheneacetic acid

The 2 -methyl-2-(3-thienyl)propionic acid methyl ester obtained in the foregoing Example 7 was added to a water:ethanol (1:4) solution (200 ml) of potassium hydroxide (18.5 g). Then the mixture was refluxed under heating for one hour and concentrated under reduced pressure, followed by a further addition of water thereto. Then the mixture was washed with dichloromethane (100 ml). The aqueous layer was acidified with diluted hydrochloric acid and the liberated carboxylic acid was extracted with dichloromethane (200 ml). The organic layer was dried over anhydrous magnesium sulfate, filtered and the solvent was removed by a water pump. The residue was recrystallized from hexane to obtain 2-methyl-2-(3-thienyl)propionic acid with mp. 78°-80.5° C.

1. temperatureThen the mixture was refluxed
2. temperatureunder heating for one hour
3. concentrationconcentrated under reduced pressure
4. additionfollowed by a further addition of water
5. washThen the mixture was washed with dichloromethane (100 ml)
6. extractionthe liberated carboxylic acid was extracted with dichloromethane (200 ml)
7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
8. filtrationfiltered
9. customthe solvent was removed by a water pump
10. customThe residue was recrystallized from hexane

ORD record

ord-cda11a45039f45178fa5016127fbdc67

Source dataset

uspto-grants-1994_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05296454