Реакция #1625

Уравнение реакции

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

Растворители

acetone

Условия реакции

Обработка

1. 1
   Температураthe reaction mixture was heated
2. 2
   Температураat reflux for 3 hours
3. 3
   ДругоеThe solvent was removed under reduced pressure
4. 4
   Промывкаwashed with water (2×30 ml)
5. 5
   СушкаThe organic extracts were dried with sodium sulfate
6. 6
   Другоеthe solvent evaporated in vacuo
7. 7
   ДругоеThe crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane)

Методика

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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