Water → HCID 58772515, compound

Participants

Reaction Steps

A solution of 1-benzyl-4-(5-chloro-2-methoxy-phenyl)-piperidin-4-ol 1b (1.2, 17 g, 0.05 mol) and p-TsOH (29.3 g, 0.15 mol) in toluene (300 mL) was heated to reflux for 6 h with water being removed through a Dean-Stark apparatus. The mixture was cooled to room temperature and was washed with saturated NaHCO3 (100 mL×3). The organic layer was dried over Na2SO4 and concentrated to afford 1-benzyl-4-(5-chloro-2-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine 1c as a brown liquid.

Provenance & Evidence