Реакция #1552082

Уравнение реакции

hydrochloric acid

3-(4-Bromo-3-methyl-phenyl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole

1,4-butandiol monovinyl ether

dicylohexylmethylamine

→

title compound

Выход 60.0%

1-{4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-phenyl}-ethanone

Выход 60.0%

Растворители

ethyl acetate

n-butanol

Условия реакции

Обработка

1. 1
   Температураat reflux over night
2. 2
   ТемператураAfter cooling
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 1 h
4. 4
   ФильтрацияAfter filtration
5. 5
   Другоеthe layers were separated
6. 6
   Экстракцияthe organic layer was extracted with 1 M HCl
7. 7
   Сушкаdried (Na2SO4)
8. 8
   Другоеevaporated in vacuum
9. 9
   ДругоеPurification of the residue on silica gel

Методика

A mixture of 3-(4-Bromo-3-methyl-phenyl)-5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazole (500 mg), 1,4-butandiol-monovinyl ether (385 mg), 1,3-bis(diphenylphosphine)propane (dppp, 9 mg), palladium on charcoal (10%, 23 mg), dicylohexylmethylamine (259 mg) and n-butanol (3 mL) were stirred under an atmosphere of nitrogen at reflux over night. After cooling, ethyl acetate (30 mL) and aqueous hydrochloric acid (1 M, 20 mL) were added and the mixture was stirred at room temperature for 1 h. After filtration, the layers were separated, the organic layer was extracted with 1 M HCl, dried (Na2SO4) and evaporated in vacuum. Purification of the residue on silica gel afforded the title compound (270 mg, 60%).

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