Chlorotrimethylsilane → HCID 18957723, compound

Participants

Reaction Steps

A suspension of 4-(hydroxymethyl)-5-methylimidazole hydrochloride (14.9 g) in dry dichloromethane (500 ml) containing triethylamine (50 g) was treated with trimethylsilyl chloride (21.7 g) and the reaction mixture was stirred at room temperature overnight. Dimethylsulphamoyl chloride (14.3 g) was added and the reaction mixture was again stirred at room temperature overnight. The resulting suspension was filtered and the collected solid was washed with dichloromethane (100 ml). The filtrate was concentrated onto silica and purification by FCC eluting with hexane:ether (4:1) gave the title compound as an oil (7.2 g), t.l.c. (ether) Rf 0.5.

Provenance & Evidence