Phosphorus trichloride → Benzene, 1,1'-[1-(chloromethyl)-1,2-ethenediyl]bis-

Participants

Reaction Steps

A solution comprised of 14 parts of 1,2-diphenyl-2-propen-1-ol and 24.3 parts of methylene chloride is added dropwise to a solution comprised of 12.6 parts of phosphorous trichloride and 30.4 parts of methylene chloride at a temperature of -15°. That reaction mixture is allowed to warm to 0° over a 3 hour period. Then ice is added while stirring rapidly and the oil which separates is extracted with ethyl ether. The ethereal extracts are washed with water and then with 10% potassium bicarbonate solution. After drying over anhydrous sodium sulfate, the solution is reduced to an oil by evaporating the solvent under a nitrogen stream and reduced pressure to yield pure 2,3-diphenylallyl chloride.

Provenance & Evidence