Hydrochloric Acid → 2-Methylthiophene-3-carboxylic acid

Temperature

-70 °C

To a solution of 1.5M-lithium diisopropylamide/cyclohexane solution (600 ml) and THF (300 ml) was dropwise added 3-thiophenecarboxylic acid (50.0 g)/THF (150 ml) under vigorous stirring at −70° C. After the reaction mixture was stirred, as it was, at −70° C. for 2 hr, methyl iodide (60.0 g) was added dropwise to the reaction mixture. After the dry ice/acetone bath was removed, the mixture was reacted overnight. The resulting reaction solution was acidified by adding 5N hydrochloric acid thereto, and then extracted with ethyl acetate. The organic layer was washed with water and brine, dried and evaporated, to give 54 g of the title compound.

1. stirringAfter the reaction mixture was stirred, as it
2. customAfter the dry ice/acetone bath was removed
3. customthe mixture was reacted overnight
4. customThe resulting reaction solution
5. extractionextracted with ethyl acetate
6. washThe organic layer was washed with water and brine
7. customdried
8. customevaporated

ORD record

ord-9b6ba3de5c32444f9b627be36b9f1aeb

Source dataset

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06340759B1