反应详情

温度

100 °C

To a solution of (3S)-5-oxo-N,4-bis(phenylmethyl)-3-morpholinecarboxamide (6.3109 g, 19.45 mmol) in 1,2-dimethoxyethane (100 mL) was added LiAlH4 (2.6 g, 68.51 mmol). The mixture was heated at 100° C. and stirred for 6 h, and then cooled to 60° C. and stirred overnight. The mixture was cooled to 0° C. and quenched by slow addition of 1 N aq. NaOH (100 mL). The mixture was extracted with Et2O (2×150 mL), and the combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by gradient silica gel chromatography (1% to 5% MeOH in DCM) to give 1-phenyl-N-{[(3R)-4-(phenylmethyl)-3-morpholinyl]methyl}methanamine (3.8342 g, 66%) as a light yellow oil. LCMS: (M+H)+: 297.1.

1. temperaturecooled to 60° C.
2. stirringstirred overnight
3. temperatureThe mixture was cooled to 0° C.
4. customquenched by slow addition of 1 N aq. NaOH (100 mL)
5. extractionThe mixture was extracted with Et2O (2×150 mL)
6. dry with materialthe combined organic phase was dried over anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe residue was purified by gradient silica gel chromatography (1% to 5% MeOH in DCM)