تفاعل #1625

معادلة التفاعل

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

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was heated
2. 2
   درجة الحرارةat reflux for 3 hours
3. 3
   أخرىThe solvent was removed under reduced pressure
4. 4
   غسيلwashed with water (2×30 ml)
5. 5
   تجفيفThe organic extracts were dried with sodium sulfate
6. 6
   أخرىthe solvent evaporated in vacuo
7. 7
   أخرىThe crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane)

الإجراء التجريبي

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.

المصدر