Water → HCID 54568169, compound

Participants

Reaction Steps

To the solution of 0.44 g (3.8 mmol) of Thiophen-3-ylmethanol in 5 mL anhydrous methylene chloride was added 0.58 mL (4.18 mmol) of anhydrous triethylamine and kept for stirring under nitrogen atmosphere. To the solution was then added 0.01 g (0.09 mmol) of DMAP followed by the addition of 0.29 mL (4.17 mmol) acetyl chloride dropwise and kept for stirring for 3 h under nitrogen atmosphere. The resulting mixture was poured into 50 mL of water and extracted twice from 70 mL of methylene chloride. The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure to yield pale yellow liquid. The crude product was purified by silica gel column chromatography by eluting with hexane and ethyl acetate (1:1) to obtain colorless liquid. Yield: 85%. 1H NMR (400 MHz CDCl3): δ 2.08 (s, 3H), 5.11 (s, 2H), 7.09 (s, 1H), 7.31 (m, 2H). 13C NMR (100 MHz, CDCl3): δ 20.78, 61.13, 124.28, 126.15, 127.55, 136.82, 170.56.

Provenance & Evidence