Dimethylformamide → HCID 18797740, compound

Participants

Reaction Steps

(Vilsmeir procedure) Phosphorous oxychloride POCL3 (12.5 g) and Dimethyl formamide (7 ml) were added to a mixture of 2(4-bromophenyl)furan (20.4 g) in chlorobenzene (100 ml). The mixture was stirred at 10° for one hour. A further addition of POCl3 (1.5 g) and DMF (0.7 g) was then made and the reaction stirred for a further one hour at RT. The mixture was poured onto ice, neutralised with sodium carbonate and the precipitated solid crystalised from chloroform (119). This solid was chromatographed on silica gel in chloroform to give 2(4-bromophenyl)furfural (11 g) m.p. 153.5°.

Provenance & Evidence