反应详情

温度

85 °C

A mixture of (S)-tert-butyl 2-(4-bromophenyl)morpholine-4-carboxylate (400 mg, 1.17 mmol), tetrakis(triphenylphosphine)palladium(0) (405 mg, 0.35 mmol) and zinc cyanide (206 mg, 1.75 mmol) in dimethylformamide (6 ml) was degassed with argon and heated in a closed tube at 85° C. on a Büchi shaker overnight. After cooling water (30 ml) was added, and the reaction mixture was extracted with ethyl acetate (50 ml). The aqueous phase was re-extracted with ethyl acetate (50 ml). The combined organic layers were re-extracted with conc. Sodium chloride solution, dried (MgSO4) and evaporated. The residue was purified by flash chromatography (20 g silica gel, 10% ethyl acetate in heptane) to yield a white solid (233 mg, 69%). MS (ISP): 289.1 ([M+H]+), 306.2 ([M+NH4]+).

1. customwas degassed with argon
2. temperatureAfter cooling water (30 ml)
3. additionwas added
4. extractionthe reaction mixture was extracted with ethyl acetate (50 ml)
5. extractionThe aqueous phase was re-extracted with ethyl acetate (50 ml)
6. extractionThe combined organic layers were re-extracted with conc. Sodium chloride solution
7. dry with materialdried (MgSO4)
8. customevaporated
9. customThe residue was purified by flash chromatography (20 g silica gel, 10% ethyl acetate in heptane)