반응 #417947

반응 방정식

benzyl chloroformate

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

THF

NaHCO3

→

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

용매

H2O

반응 조건

후처리

1. 1
   workup.ADDITIONare added
2. 2
   기타Afterwards the reaction mixture is quenched by the addition of water
3. 3
   추출Then the product is extracted with EtOAc
4. 4
   건조the combined organic layers are dried over MgSO4
5. 5
   여과filtered
6. 6
   기타the solvent is removed in vacuo
7. 7
   기타The crude product is purified by flash chromatography (silica gel, PE/EtOAc)

실험 절차

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).

출처