1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 58237935, compound

Participants

Reaction Steps

A mixture of ethyl 3-(2-((S)-1-(4-bromophenyl)propylamino)ethyl)-3-phenylhex-5-enoate (0.5028 g, 1.10 mmol) and DBU (1.30 g, 8.54 mmol) in toluene (10 mL) was heated to reflux under nitrogen for 2 d. The reaction mixture was cooled to rt, quenched with 2 N aq HCl, extracted with EtOAc, and dried over Na2SO4. After the solvents were evaporated, the residue was purified by chromatography on silica gel eluted with hexanes/EtOAc to afford 0.3045 g (67%) of 4-allyl-1-((S)-1-(4-bromophenyl)propyl)-4-phenylpiperidin-2-one. LC-MS Method 3 tR=2.18, 2.22 min, m/z 412, 414 (MH+).

Provenance & Evidence