반응 #46161

반응 방정식

sodium hydride

1-(3-Benzyloxyphenyl)ethanone

diethyl carbonate

acetic acid

→

3-(3-benzyloxyphenyl)-3-oxopropionate ethyl ester

수율 84.0%

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate/saturated sodium chloride
2. 2
   기타the organic layer was separated
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타The solvent was removed under a reduced pressure
5. 5
   기타the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:10)

실험 절차

1-(3-Benzyloxyphenyl)ethanone (218 g, 966.10 mmol) was dissolved in diethyl carbonate and sodium hydride (60% oil) (46.37 g, 1.15 mmol) was slowly added thereto at 0° C., and then stirred for 3 hours at 60° C. After the reaction was completed, ice water and acetic acid were added to the reaction mixture, extracted with ethyl acetate/saturated sodium chloride, the organic layer was separated, and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:10) to obtain 3-(3-benzyloxyphenyl)-3-oxopropionate ethyl ester (184.68 g, yield 84%) in an oil state.

출처