Dimethyl Sulfoxide → HCID 13854278, compound

Participants

Reaction Conditions

Reaction Steps

A solution of dry dimethyl sulphoxide (0.87 g) in dichloromethane (12 cm3) was added dropwise to a stirred solution of oxalyl chloride (0.75 g) in dichloromethane (12 cm3) maintained at -70° C. After a period of five minutes had elapsed, a solution of 2-cyclopropyl-3-(3-phenoxybenzyloxy)propane-1-ol (1.45 g) in dichloromethane (6 cm3) was added dropwise, followed by triethylamine (2.3 g) five minutes later. When the addition was complete the mixture was allowed to warm to the ambient temperature over a period of 2 hours. The reaction mixture was poured into water, and extracted with diethyl ether. The extracts were combined, dried over anhydrous magnesium sulphate and concentrated by evaporation of the solvent. The residual oil (1.5 g) was purified by column chromatography using a silica gel column and eluting with dichloromethane to yield 1-formyl-1-(3-phenoxybenzyloxymethyl)cyclopropane (1 g).

Provenance & Evidence