Dimethyl Sulfoxide → HCID 22421103, compound

Participants

Reaction Conditions

Reaction Steps

Dimethyl sulphoxide (376 μl.) in dichloromethane (2 ml.) was added over 5 minutes to a solution of oxalyl chloride (210 μl.) in dichloromethane (3 ml.) at -70° C. After stirring for a further 5 minutes a solution of 5-t-butyl-2-(4-hydroxymethylcyclohexyl)-2-methyl-1,3-dithiane (650 mg.) in dichloromethane (2 ml.) was added. The reaction mixture was stirred for 30 minutes. Triethylamine (1.5 ml.) was added and the mixture allowed to warm to 25° C. over 3 hours. Water (25 ml.) was added and the crude product obtained by dichloromethane extraction. After washing with dilute hydrochloric acid, saturated sodium bicarbonate solution and brine and then drying over anhydrous magnesium sulphate the solution was evaporated to give 5-t-butyl-2-(4-formylcyclohexyl)-2- methyl-1,3-dithiane as a gum.

Provenance & Evidence