Triethylamine → HCID 66731984, compound

Participants

Reaction Steps

Dimethyl 2-cyclohexylpiperidine-1,4-dicarboxylate (4.90 g, crude) was dissolved in acetonitrile (30 mL) and water (0.600 mL). lithium bromide (9.28 g, 106.80 mmol) and triethylamine (7.40 mL, 53.40 mmol) were added and the mixture was heated under reflux for 2 h. Water (60 mL) and MTBE were added. The organic phase was extracted with water (×2). MTBE was added to the pooled aqueous layer and the solution was acidified to pH 1 with 2 M HCl and then extracted with MTBE (×2). The combined organic layer was dried over Na2SO4 and evaporated to give 2-cyclohexyl-1-(methoxycarbonyl)piperidine-4-carboxylic acid (3.28 g, 91% (over 2 steps)) as a slightly yellow semisolid. MS m/z 270 (M+H)+

Provenance & Evidence