(2S)-2-(phenoxymethyl)oxirane → HCID 69329986, compound

Participants

Reaction Steps

A solution of (2S)-1,2-epoxy-3-phenoxypropane (53 mg) (IL FARMACO, 50 (10), 643 (1995)) and N-benzyl-(3-chloro-6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl)amine (89 mg) in ethanol (1 ml) was refluxed for 19 hours, cooled to room temperature and evaporated in vacuo. The residue was chromatographed (dichloromethane-methanol) by silica gel (2.9 g), and the eluate was treated with 4N hydrogen chloride in ethyl acetate to afford (2S)-1-[N-benzyl-N-(3-chloro-6,7,8,9-tetrahydro-2-hydroxy-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol hydrochloride (149 mg) as a colorless powder.

Provenance & Evidence