Phenethylamine → HCID 22467126, compound

Participants

Reaction Steps

In 200 ml of toluene were dissolved 20.00 g of tert-butyl 4-oxo-1-piperidinecarboxylate and 12.6 ml of β-phenethylamine. After stirring the resulting solution at ambient temperature for 30 minutes, 15.07 g of mercaptosuccinic acid was added, and the resulting mixture was subjected to an azeotropic distillation treatment under reflux for 6 hours. The reaction mixture was poured into a mixture of ice water and ethyl acetate, and the organic layer was separated. The organic layer was washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by column chromatography [eluent: toluene:ethyl acetate=5:1] gave 22.10 g of 2-[8-(tert-butoxycarbonyl)-3-oxo-4-phenethyl-1-thia-4,8-diazaspiro[4.5]decan-2-yl]-acetic acid as a yellow oily product.

Provenance & Evidence