反応 #1625

反応方程式

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

溶媒

acetone

反応条件

後処理

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

実験手順

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.

出典