반응 #65325

반응 방정식

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

pyridine water

hydrogen sulphide

→

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

수율 20.0%

용매

acetic acid

반응 조건

후처리

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

실험 절차

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.

출처