Triethylamine → HCID 66731806, compound

Participants

Reaction Steps

Dimethyl 2-(3-methyl-4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate (3.09 g, 8.60 mmol) was dissolved in acetonitrile (30 mL) and water (0.6 mL), lithium bromide (5.97 g, 68.79 mmol) was added. Triethylamine (3.48 g, 34.40 mmol) was added and the resulting suspension was heated under reflux for 1 h. 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 over Na2SO4, filtered through celite and the solvent evaporated to yield 1-(methoxycarbonyl)-2-(3-methyl-4-(trifluoromethyl)phenyl)piperidine-4-carboxylic acid (2.65 g, 7.67 mmol).

Provenance & Evidence