Pyridine → 9-Octadecene, 1-chloro-

Participants

Reaction Conditions

Reaction Steps

67 gms of oleyl alcohol was dissolved in 75 mls of benzene, 0.15 ml of pyridine were added. The solution was cooled to 0° C. and 46 gms of thionyl chloride was added over 5 minutes with stirring. The solution was heated to reflux temperature for 10 minutes until all sulphur dioxide evolution ceased. It was cooled and extracted with 150 ml of 10% saline solution then with 50 ml of 10% sodium carbonate solution and finally with 100 ml of 10% saline solution. The organic layer was dried over sodium sulphate, evaporated and distilled. The product distilled at 166°-169° C., at 3 torr and yielded 58 gms of oleyl chloride.

Provenance & Evidence