Water → 1-(3-Chloro-1-propenyl)-3-methylbenzene

Participants

Reaction Steps

Compound 103-1 (2.00 g) was dissolved in methylene chloride (45 ml), triphenylphosphine (3.89 g) and N-chlorosuccinimide (1.98 g) were added under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with methylene chloride and washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. Diethyl ether (100 ml) was added, and the precipitated triphenylphosphine oxide was filtered off. The concentrate of the filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=100:0-95:5) to give the object product (1.30 g) as a colorless oil.

Provenance & Evidence