Hydrochloric Acid → HCID 15380895, compound

Participants

Reaction Steps

A solution of 1.27 g (10.05 mmol) of oxalyl chloride in 30 ml of anhydrous dichloromethane is cooled to -60° C. and then 1.57 g (20.1 mmol) of dimethyl sulphoxide are added to the mixture. After 5 minutes' stirring under an inert atmosphere, 1.1 g of 5-hydroxymethyl-1,4-benzodioxin (6.7 mmol) dissolved in 15 ml of dichloromethane are slowly added to the mixture which is then stirred for a further 15 minutes. 4.66 ml (33.5 mmol) of triethylamine are subsequently added to the mixture which is then allowed to return to room temperature. The solution is then acidified with a 1N hydrochloric acid solution and the aqueous phase is subsequently extracted with dichloromethane. The organic phase, dried over magnesium sulphate and then filtered, is concentrated under reduced pressure. The title aldehyde is obtained pure in the form of a yellow solid after passage over a silica column (eluant:AcOEt/PE:10/90).

Provenance & Evidence