Hydrochloric Acid → HCID 20222006, compound

Participants

Reaction Steps

A solution of 4-(2,4-dichlorophenyl)pent-4-enal (26.0 g) in dry diethyl ether was added dropwise to a stirred solution of methylmagnesium iodide [from magnesium (4.09 g) and methyl iodide (24.14 g)] in diethyl ether (total volume of diethyl ether ca. 200 ml). Following the addition, the reaction mixture was stirred at room temperature for 1 hour then poured into a mixture of ice and dilute hydrochloric acid, and extracted with ether. The extracts were washed with water, dried over magnesium sulphate, concentrated under reduced pressure, and chromatographed on a column of silica gel (eluting with dichloromethane: 60°-80° petrol, 1:1) to give 2-(2,4-dichlorophenyl)hexan-5-ol (19.2 g, 69%) as an almost colourless oil.

Provenance & Evidence