反应详情

A solution of (2S)-2-(4-bromophenyl)-4-((1R)-l-phenylethyl)morpholine (15.6 g, 45 mmol), benzophenone imine (9 g, 50 mmol), tris(dibenzylideneacetone)-dipalladium(0)-chloroform adduct (0.93 g, 0.9 mmol), sodium tert-butoxide (6.0 g, 63 mmol) and 2-(di-t-butylphosphino)biphenyl (0.53 g, 1.8 mmol) in toluene (135 ml) was stirred at 95° C. for 4 hours. The solvent was removed in vacuo and the residue was partitioned between water and ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. To a solution of the resulting residue in tetrahydrofuran (180 ml) was added 6N hydrochloric acid (180 ml) and the mixture was stirred at room temperature for one hour. The solvent was removed in vacuo and the residue was partitioned between water and ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The resulting residue was purified by column chromatography on silica gel (hexane-AcOEt, 2:1) to give (2S)-2-(4-aminophenyl)-4-((1R)-1-phenylethyl)morpholine (12.2 g, 96%) as an oil.

1. customThe solvent was removed in vacuo
2. customthe residue was partitioned between water and ethyl acetate
3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
4. customthe solvent was removed under reduced pressure
5. additionTo a solution of the resulting residue in tetrahydrofuran (180 ml) was added 6N hydrochloric acid (180 ml)
6. customThe solvent was removed in vacuo
7. customthe residue was partitioned between water and ethyl acetate
8. dry with materialThe organic layer was dried over anhydrous sodium sulfate
9. customthe solvent was evaporated
10. customThe resulting residue was purified by column chromatography on silica gel (hexane-AcOEt, 2:1)