反应详情

Dimethyl 2-(3-tert-butylphenyl)piperidine-1,4-dicarboxylate (3.17 g, 9.51 mmol) was dissolved in acetonitrile (60 mL) and water (1.200 mL), then lithium bromide (6.61 g, 76.06 mmol) was added in one portion. Triethylamine (5.27 mL, 38.03 mmol) was added and the resulting brown suspension was heated under reflux for 1.5 h. Water (120 mL) and MTBE (120 mL) were added. The organic phase was extracted with water (2×25 mL). The pooled aqueous layer was acidified to pH 1 with 0.5 M HCl (30 mL) and extracted with MTBE (2×150 mL). The combined organic layer was washed with water (25 mL), dried over Na2SO4 and evaporated. 2-(3-tert-Butylphenyl)-1-(methoxycarbonyl)piperidine-4-carboxylic acid (2.73 g, 90%) was isolated as a foam.

1. temperaturethe resulting brown suspension was heated
2. temperatureunder reflux for 1.5 h
3. extractionThe organic phase was extracted with water (2×25 mL)
4. extractionextracted with MTBE (2×150 mL)
5. washThe combined organic layer was washed with water (25 mL)
6. dry with materialdried over Na2SO4
7. customevaporated