تفاعل #417947

معادلة التفاعل

benzyl chloroformate

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

THF

NaHCO3

→

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

المذيبات

H2O

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONare added
2. 2
   أخرىAfterwards the reaction mixture is quenched by the addition of water
3. 3
   استخلاصThen the product is extracted with EtOAc
4. 4
   تجفيفthe combined organic layers are dried over MgSO4
5. 5
   ترشيحfiltered
6. 6
   أخرىthe solvent is removed in vacuo
7. 7
   أخرىThe crude product is purified by flash chromatography (silica gel, PE/EtOAc)

الإجراء التجريبي

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).

المصدر