反应 #65325

反应方程式

2-benzyloxymethyl-2-azido-1-phthalimido-ethane

pyridine water

hydrogen sulphide

→

2-Amino-2-benzyloxymethyl-1-phthalimido-ethane

收率 20.0%

溶剂

acetic acid

反应条件

后处理

1. 1
   其他the reaction flask sealed
2. 2
   其他the reaction mixture was evaporated to dryness in vacuo
3. 3
   其他After evaporation from ethanol (3×25 ml)
4. 4
   其他the resulting brown solid was purified by chromatography

实验过程

Into a stirred solution of 2-benzyloxymethyl-2-azido-1-phthalimido-ethane (500 mg, 1.5 mmol) in 4:1 pyridine/water (25 ml) was bubbled hydrogen sulphide, and the reaction was monitored by TLC. After 4 hours, the gas flow was stopped, and the reaction flask sealed. The intense green reaction mixture was stirred for another 17 hours. TLC indicated full conversion of the starting material. Glacial acetic acid was added to pH 7, and the reaction mixture was evaporated to dryness in vacuo. After evaporation from ethanol (3×25 ml), the resulting brown solid was purified by chromatography. Yield=20%. The structure was confirmed by NMR and IR.

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