Sulfuric Acid → HCID 21486044, compound

Participants

Reaction Steps

A solution containing 25.2 g. (0.0720 mole) of N,N-dimethyl-α,α-diphenyl-α-(1-isopropyl-3-pyrrolidinyl)acetamide, 14.3 g. (0.153 mole) of phosgene, and 7.27 g. (0.0720 mole) of triethylamine in 275 ml. of benzene was stirred at room temperature for one hour. After extraction with dilute acid the benzene layer produced 25.6 g. of neutral material which showed a good carbamoyl chloride band at 5.85 μ. The material was hydrolyzed in refluxing 10% sulfuric acid for one hour to give 19.5 g. of crude product. Acid-base extraction removed some neutral material and the free base was converted to the fumarate salt which was recrystallized from ethanol-isopropyl ether; m.p. 159°-160° C.

Provenance & Evidence