Reaktion #46162

Reaktionsgleichung

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

isopropylamine

→

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

Ausbeute 108.9%

Lösungsmittel

m-xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was refluxed
2. 2
   workup.STIRRINGAfter stirring
3. 3
   Temperaturrefluxing for 24 hours at room temperature
4. 4
   Extraktionthe organic layer was extracted with saturated sodium chloride and ethyl acetate
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated
7. 7
   Sonstigeresulting residue
8. 8
   Sonstigewas purified by column chromatography (ethyl acetate:hexane=1:2)

Vorschrift

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.

Quelle