反应详情

温度

0 °C

4-Methylpiperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester (1.48 g, 5.73 mmol) is dissolved in THF (15 mL) and cooled to 0° C. 1.0 M lithium aluminum hydride in THF (6.30 mL, 6.30 mmol) is added dropwise. After 1.25 hours the reaction is quenched with MeOH, then stirred with saturated Rochelle's salt until two layers form. The two layers are separated and the aqueous layer is treated with 5 N NaOH and extracted with diethyl ether. The organic layers are combined, concentrated, and chromatographed using silica gel, eluting with EtOAc in hexanes 0-40%, to give the title compound (1.27 g, 97% yield).

1. customAfter 1.25 hours the reaction is quenched with MeOH
2. customThe two layers are separated
3. additionthe aqueous layer is treated with 5 N NaOH
4. extractionextracted with diethyl ether
5. concentrationconcentrated
6. customchromatographed
7. washeluting with EtOAc in hexanes 0-40%