反应 #64405

反应方程式

methylamine

ethanol

N-Boc-4-cyanophenylalanine

pentafluorophenol

4-methylmorpholine

→

title compound

收率 92.0%

N-Boc-4-cyanophenylalanine-N-methylamide

收率 92.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   workup.WAITthe reaction mixture left
2. 2
   workup.STIRRINGto stir at room temperature for 16 hours
3. 3
   其他The solvent was removed under pressure
4. 4
   workup.DISSOLUTIONthe residue dissolved in CH2Cl2 (50 ml)
5. 5
   洗涤washed with saturated sodium bicarbonate (2×50 ml), 1M citric acid (2×50 ml) and brine (50 ml)
6. 6
   干燥The CH2Cl2 layer was dried over MgSO4
7. 7
   其他the solvent removed under pressure

实验过程

A solution of N-Boc-4-cyanophenylalanine (1.92 g, 6.6 mmol) and pentafluorophenol (2.43 g, 13.2 mmol) in CH2Cl2 (30 ml) at 0° C. was treated with 4-methylmorpholine (0.74 g, 7.3 mmol). After stirring the reaction mixture for 3 hours, 8M methylamine in ethanol (15 ml, 19.8 mmol) was added and the reaction mixture left to stir at room temperature for 16 hours. The solvent was removed under pressure, the residue dissolved in CH2Cl2 (50 ml) and washed with saturated sodium bicarbonate (2×50 ml), 1M citric acid (2×50 ml) and brine (50 ml). The CH2Cl2 layer was dried over MgSO4 and the solvent removed under pressure to yield the title compound as a white solid (1.84 g, 92%).

来源