Chloroacetyl chloride → HCID 13314312, compound

Participants

Reaction Steps

60 g (0.17 mole) of the N-benzyl-3-hydroxy-3-phenyl-4-phenoxybutylamine obtained as described in (c) were dissolved in 600 ml of ether, 150 ml of 2N sodium hydroxide solution were added and 22.6 g (0.2 mole) of chloroacetyl chloride in 50 ml of ether were added dropwise at room temperature. The mixture was refluxed for 30 minutes, after which the ether phase was separated off and dried, and 150 ml of isopropanol were added. To this solution was added dropwise, in the course of 30 minutes, a solution of 3.4 g of sodium in 375 ml of isopropanol, which solution had been diluted beforehand with 1,200 ml of hexane. The mixture was stirred for 2 hours and then left to stand overnight, after which the solvent was distilled off, water was added and the product was extracted with chloroform. The extract was dried and evaporated down to give 4-benzyl-3-oxo-7-phenyl-7-phenoxymethyl-hexahydro-1,4-oxazepine, which was processed further in crude form.

Provenance & Evidence