Thionyl Chloride → 1-Phenyl-2-chloro-cyclohex-3-ene-carboxylic-acid-ethyl-ester

Participants

Reaction Steps

15 g of 1-phenyl-2-hydroxy-cyclohex-3-ene-1-carboxylic-acid-ethyl-ester and 15 cc. of thionyl chloride and 1 cc. of dimethylformamide are heated under reflux for 10 minutes. Then direct distillation is done. 12.2 g of 1-phenyl-2-chloro-cyclohex-3-ene-1-carboxylic-acid-ethyl-ester of the boiling point 0.1/122°-5°C are obtained. By reacting with 12 g of β-phenylethyl amine in 100 cc. of DMSO for 2 hrs. at 100°C, processing as described above, 6.0 g of hydrochloride m.p. 179°-82°C are obtained.

Provenance & Evidence