反应详情

温度

0 °C

To a −78° C. solution of 1-tert-butyl 4-methyl 4-{(2E)-2-[(tert-butylsulfinyl)imino]ethyl}piperidine-1,4-dicarboxylate (358 mg, 0.921 mmol) in ether (10 mL) was added phenyllithium (1.8 M, 1.6 mL, 3.1 mmol). The reaction was warmed to 0° C. After 1 h the reaction was quenched by the addition of saturated aqueous ammonium chloride and extracted with dichloromethane (3×). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of 2 to 55% ethyl acetate:hexanes to give the title compound (50 mg). MS: m/z=435.2 (M+1).

1. customAfter 1 h the reaction was quenched by the addition of saturated aqueous ammonium chloride
2. extractionextracted with dichloromethane (3×)
3. dry with materialThe combined organic layers were dried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe crude product was purified by silica gel chromatography
7. washeluting with a gradient of 2 to 55% ethyl acetate