反应 #1625

反应方程式

Potassium carbonate

(R)-2-(4-hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester

Methyl bromoacetate

→

title compound

(R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl ester

溶剂

acetone

反应条件

后处理

1. 1
   温度the reaction mixture was heated
2. 2
   温度at reflux for 3 hours
3. 3
   其他The solvent was removed under reduced pressure
4. 4
   洗涤washed with water (2×30 ml)
5. 5
   干燥The organic extracts were dried with sodium sulfate
6. 6
   其他the solvent evaporated in vacuo
7. 7
   其他The crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane)

实验过程

Potassium carbonate (1.95 g, 14.2 mMol) was added to a solution of (R)-2-(4-hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester (2.96 g, 11.8 mMol) in acetone (50 ml) at room temperature under argon. Methyl bromoacetate (1.81 g, 11.8 mMol) was added dropwise and the reaction mixture was heated at reflux for 3 hours. The solvent was removed under reduced pressure and the residue was taken into ethyl acetate and washed with water (2×30 ml). The organic extracts were dried with sodium sulfate and the solvent evaporated in vacuo. The crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane) to give the title compound as an oil.

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