Sodium Hydroxide → HCID 14153817, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of 6.7 g (0.168 mole) of 60% sodium hydride/mineral oil in 500 ml of dimethylsulfoxide was added 50 g (0.168 mole) of 2-chloro-N-(4-hydroxy-1-methyl-4-piperidinylmethyl)-N-methyl-3-pyridinecarboxamide and the mixture was heated to 70° C. for 20 hr. An equal volume of dilute sodium hydroxide was added and the solution was extracted twice with methylene chloride. The combined methylene chloride solution was extracted 3 times with water followed by 3 extractions with dilute hydrochloric acid. The acid layers were combined, made basic with concentrated sodium hydroxide, and extracted 3 times with methylene chloride. The combined methylene chloride extract was dried over sodium sulfate and concentrated. Yield of residue was 23 g (52%).

Provenance & Evidence