Potassium Hydroxide → HCID 70855553, compound

Temperature

70 °C

A solution of ethyl 3-bromo-4-methyl-benzo[b]thiophene-2-carboxylate (23b) (640 mg, 2.14 mmol) and potassium hydroxide (1.17 g, 21 mmol) in a mixture of methanol (10 mL) and water (5 mL) was warmed at 70° C. After 1 hour, methanol was evaporated and water (10 mL) was added to the reaction mixture which was washed with diethyl ether (10 mL). The aqueous layer was acidified to pH 2 with a hydrochloric acid solution 1N and extracted with ethyl acetate (2×10 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the desired acid (23c) as a white solid without further purification (420 mg, 1.55 mmol, 72%).

1. custommethanol was evaporated
2. additionwater (10 mL) was added to the reaction mixture which
3. washwas washed with diethyl ether (10 mL)
4. extractionextracted with ethyl acetate (2×10 mL)
5. washThe organic layer was washed with brine (10 mL)
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. customevaporated under reduced pressure

ORD record

ord-579afc84a2f9472e82cd5ddf5868f98c

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09238026B2