Carbon tetrabromide → HCID 21866484, compound

Participants

Reaction Steps

30 g (115 mmol) of triphenylphosphine were added at 5° C. to a solution of 16 g (104 mmol) of 5-hydroxymethyl-4-methylthiophene-3-carbonitrile in 300 ml of tetrahydrofuran. Then, a solution of 38 g (115 mmol) of tetrabromomethane in 100 ml of tetrahydrofuran was added. The mixture was stirred overnight at room temperature. The reaction mixture was concentrated on a rotary evaporator under a water pump vacuum and the residue was purified by column chromatography (eluant petroleum ether:dichloromethane 1:1). This gave 17 g (76%) of the title compound as yellow oil. 1H NMR (270 MHz, DMSO-d6): δ=2.25 (s, 3H), 5.0 (s, 2H), 8.5 (s, 1H).

Provenance & Evidence