Benzyl Chloride → HCID 22035485, compound

Participants

Reaction Steps

202.7 g of α-methyl-butyric acid methyl ester are added dropwise to a suspension of 44 g of sodium hydride in 1.3 liters of tetrahydrofuran and the mixture is subsequently boiled at reflux with stirring for 16 hours. A solution of 204 cc of benzyl chloride in 500 cc of tetrahydrofuran is then added dropwise and the reaction mixture is boiled at reflux for a further 70 hours. Working up is effected by removing the tetrahydrofuran by distillation, cooling the mixture, adding 600 cc of petroleum ether and 30 cc of methanol, washing with 300 cc of 5% acetic acid and then with water. The crude, oily α-ethyl-α-methyl-dihydrocinnamic acid methyl ester, obtained after evaporating the solvent, is distilled at 15 mm of Hg and the fraction boiling at 130°-140° is used for the next reaction step without further purification.

Provenance & Evidence