反应 #8556

反应方程式

water

sodium borohydride

methyl (2S)-2-(2,3,4-trifluoroanilino)propionate

methanol

→

title compound

(2S)-2-(2,3,4-Trifluoroanilino)propanol

溶剂

cyclohexane

cyclohexane

反应条件

后处理

1. 1
   其他At room temperature
2. 2
   其他the liquid reaction mixture
3. 3
   萃取followed by extraction with ethyl acetate
4. 4
   洗涤The organic layer was washed with water
5. 5
   干燥a saturated aqueous solution of ammonium chloride and dried over anhydrous magnesium sulfate
6. 6
   其他After evaporating the solvent

实验过程

At room temperature, sodium borohydride (35.7 mg) was suspended in cyclohexane (0.2 ml). Then a solution (0.8 ml) of methyl (2S)-2-(2,3,4-trifluoroanilino)propionate (200 mg, 99.8% ee) in cyclohexane was added to the solution. After adding methanol (137.4 mg), the liquid reaction mixture was stirred for 6 hours. Then water was added to the liquid reaction mixture followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of ammonium chloride and dried over anhydrous magnesium sulfate. After evaporating the solvent, the obtained residue was subjected to silica gel column chromatography to thereby give 176 mg (99.8% ee) of the title compound as an oily substance. The 1H-NMR and IR spectral data of this product was identical with those of the compound obtained in Example 51.

来源