Реакция #46162

Уравнение реакции

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

isopropylamine

→

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

Выход 108.9%

Растворители

m-xylene

Условия реакции

Обработка

1. 1
   Температураthe reaction mixture was refluxed
2. 2
   workup.STIRRINGAfter stirring
3. 3
   Температураrefluxing for 24 hours at room temperature
4. 4
   Экстракцияthe organic layer was extracted with saturated sodium chloride and ethyl acetate
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   Концентрированиеconcentrated
7. 7
   Другоеresulting residue
8. 8
   Другоеwas purified by column chromatography (ethyl acetate:hexane=1:2)

Методика

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.

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