Formic Acid → 1-(4-Bromothiophen-2-yl)-N,N-dimethylmethanamine

A mixture of 4-bromo-2-thiophenecarboxaldehyde (4.8 g), dry dimethylformamide (4.3 ml) and 98% formic acid (1.4 ml), was heated at 120° for 30 h. The cooled mixture was poured into water (100 ml) and basified with anhydrous sodium carbonate. Diethyl ether (2×100 ml) was added and the ethereal solution was extracted with dilute hydrochloric acid (50 ml). The aqueous solution was basified with anhydrous sodium carbonate and extracted with diethyl ether (200 ml). The ethereal extracts were distilled to give the title compound (2.5 g) as a colourless oil, b.p. 70°/0.01 mm.

1. temperaturewas heated at 120° for 30 h
2. extractionthe ethereal solution was extracted with dilute hydrochloric acid (50 ml)
3. extractionextracted with diethyl ether (200 ml)
4. distillationThe ethereal extracts were distilled

ORD record

ord-9d04534498ac4998a29b86958f3523a7

Source dataset

uspto-grants-1988_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04777179