反应 #417947

反应方程式

benzyl chloroformate

4-(1-amino-ethyl)-phenol hydrobromide

THF

NaHCO3

→

(S)-Benzyl 1-(4-hydroxyphenyl)ethylcarbamate

溶剂

H2O

反应条件

后处理

1. 1
   workup.ADDITIONare added
2. 2
   其他Afterwards the reaction mixture is quenched by the addition of water
3. 3
   萃取Then the product is extracted with EtOAc
4. 4
   干燥the combined organic layers are dried over MgSO4
5. 5
   过滤filtered
6. 6
   其他the solvent is removed in vacuo
7. 7
   其他The crude product is purified by flash chromatography (silica gel, PE/EtOAc)

实验过程

5.00 g (22.9 mmol) 4-(1-amino-ethyl)-phenol hydrobromide are added to 10 mL THF and 10 mL H2O before 13.5 g (160 mmol) NaHCO3 are added. Then 3.60 mL (25.2 mmol) benzyl chloroformate are added dropwise and the reaction mixture is stirred at r.t. for 3 h. Afterwards the reaction mixture is quenched by the addition of water and is set to a gentle acidic pH value using citric acid (10% in water). Then the product is extracted with EtOAc, the combined organic layers are dried over MgSO4, filtered and the solvent is removed in vacuo. The crude product is purified by flash chromatography (silica gel, PE/EtOAc).

来源