반응 #1625

반응 방정식

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

용매

acetone

반응 조건

후처리

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

실험 절차

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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