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. (290-2) 2-Methyl-3-thiophenecarboxylate chloride

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-cda1c314f0414965a856463828e05ac1

Source dataset

uspto-grants-2005_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06875761B2