Réaction #46162

Équation de réaction

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

isopropylamine

→

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

Rendement 108.9%

Solvants

m-xylene

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was refluxed
2. 2
   workup.STIRRINGAfter stirring
3. 3
   Températurerefluxing for 24 hours at room temperature
4. 4
   Extractionthe organic layer was extracted with saturated sodium chloride and ethyl acetate
5. 5
   Séchagedried over anhydrous magnesium sulfate
6. 6
   Concentrationconcentrated
7. 7
   Autreresulting residue
8. 8
   Autrewas purified by column chromatography (ethyl acetate:hexane=1:2)

Mode opératoire

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.

Source