반응 #46162

반응 방정식

3-(3-Benzyloxyphenyl)-3-oxopropionate ethyl ester

isopropylamine

→

2-(3-benzyloxybenzoyl)-N-isopropyl-3-phenylacryl amide

수율 108.9%

용매

m-xylene

반응 조건

후처리

1. 1
   온도the reaction mixture was refluxed
2. 2
   workup.STIRRINGAfter stirring
3. 3
   온도refluxing for 24 hours at room temperature
4. 4
   추출the organic layer was extracted with saturated sodium chloride and ethyl acetate
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   농축concentrated
7. 7
   기타resulting residue
8. 8
   기타was purified by column chromatography (ethyl acetate:hexane=1:2)

실험 절차

3-(3-Benzyloxyphenyl)-3-oxopropionate ethyl ester (174.42 g, 584.47 mmol) was dissolved in m-xylene and the reaction mixture was refluxed while stirring for 30 min at 150° C. Then, isopropylamine (38 g, 642.92 mmol) was added dropwise to the mixture. After stirring and refluxing for 24 hours at room temperature, the organic layer was extracted with saturated sodium chloride and ethyl acetate, dried over anhydrous magnesium sulfate, concentrated, and resulting residue was purified by column chromatography (ethyl acetate:hexane=1:2) to obtain 2-(3-benzyloxybenzoyl)-N-isopropyl-3-phenylacryl amide (127.13 g, yield 70%) as yellow oil.

출처