3-Bromocyclohexene → HCID 22494651, compound

Participants

Reaction Steps

To a solution of 4-hydroxy-N-(benzyloxycarbonyl)piperidine (5.0 g) in THF (50 ml) were added 3-bromocyclohexene (3.67 ml) and silver oxide (7.4 g). The mixture was stirred at ambient temperature overnight. To the solution were added 3-bromocyclohexene (4.0 ml) and silver oxide (5.0 g), and the mixture was stirred at 40° C. for 6 hours. The reaction mixture was filtered, and the filtrate was evaporated in vacuo. The resulting residue was chromatographed on silica gel (300 ml) eluting with a mixture of n-hexane and ethyl acetate (5:1 v/v). The fractions containing the desired compound were collected and evaporated under reduced pressure to give 4-(2-cyclohexenyloxy)-N-(benzyloxycarbonyl)piperidine (3.83 g).

Provenance & Evidence