反应详情

温度

0 °C

To a solution of (−)-(3S,4R)-4-(4-fluoro-phenyl)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (1.71 g, 5.29 mmol) in 35 ml THF was added a 2 M borane dimethylsulfide complex solution in THF (5.44 ml, 10.9 mmol) at 0° C. The mixture was stirred for 15 min at 0° C. and then at room temperature over night. After cooling to 0° C. the reaction was quenched by the addition of methanol. Stirring was continued until no evolution of gas was observed any more. The reaction mixture was diluted with water and extracted with 3 portions of tert-butyl methyl ethyl. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. Flash chromatography gave 1.58 g (94%) of the title compound as a colorless viscous oil.

1. waitat room temperature over night
2. temperatureAfter cooling to 0° C. the reaction
3. customwas quenched by the addition of methanol
4. stirringStirring
5. additionThe reaction mixture was diluted with water
6. extractionextracted with 3 portions of tert-butyl methyl ethyl
7. dry with materialThe combined organic layers were dried over sodium sulfate
8. concentrationconcentrated in vacuo