反应 #57343

反应方程式

phenylacetaldehyde

2-phenylethylamine

sodium triacetoxy-borohydride

→

compound D

收率 11.0%

Diphenethylamine

收率 11.0%

溶剂

THF

反应条件

后处理

1. 1
   其他The solution is quenched with aq. saturated sodium bicarbonate (200 mL)
2. 2
   萃取extracted with EtOAc (4×100 mL)
3. 3
   其他dried
4. 4
   浓缩concentrated under vacuum
5. 5
   其他The residue is purified by flash chromatography (silica gel; EtOAc/MeOH 9:1)

实验过程

To a solution of phenylacetaldehyde (6.0 g, 50 mmol) and 2-phenylethylamine in THF (200 mL) is added sodium triacetoxy-borohydride drop wise. The solution is stirred under nitrogen overnight at room temperature. The solution is quenched with aq. saturated sodium bicarbonate (200 mL), and extracted with EtOAc (4×100 mL). The organic extracts are combined, dried and concentrated under vacuum. The residue is purified by flash chromatography (silica gel; EtOAc/MeOH 9:1) to provide 1.25 g (11%) of the compound D as a clear oil. M+H+=226.10.

来源