Triethylamine → HCID 66731937, compound

Participants

Reaction Steps

Dimethyl 2-(4-(trifluoromethyl)benzyl)piperidine-1,4-dicarboxylate (10.9 g, 30.33 mmol) was dissolved in acetonitrile (80 mL) and water (1.6 mL), then lithium bromide (21.07 g, 242.67 mmol) and triethylamine (16.82 mL, 121.33 mmol) were added and the resulting yellow suspension was heated at reflux. Water (60 mL) and MTBE were added. The organic phase was extracted with water (×2). To the pooled aqueous layer was added MTBE and the solution was acidified to pH 1 with HCl and then extracted with MTBE (×2). The organic layer was dried Na2SO4, filtered through celite and the solvent evaporated to yield 1-(methoxycarbonyl)-2-(4-(trifluoromethyl)benzyl)piperidine-4-carboxylic acid (9.14 g, 87%).

Provenance & Evidence