Benzene → 9-Tetradecen-1-ol, 1-formate, (9Z)-

Participants

Reaction Steps

A mixture of 11 g of compound VI and 11 g of 97% formic acid in 50 ml of dry benzene was relfuxed for 6 hours, continuously removing the water formed with a Dean-Stark trap. The cooled solution was treated with 100 ml each of H2O and ether, and the organic layer was washed several times with cold H2O, 10% NaHCO3 solution, and saturated with NaCl solution, then dried with Na2SO4. Evaporation of solvent and distillation gave 9.7 g (78%) of compound I as a colorless liquid boiling at 103°-108° (0.2 mm), ND25 1.4464.

Provenance & Evidence