반응 #1552082

반응 방정식

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

수율 60.0%

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

수율 60.0%

용매

ethyl acetate

n-butanol

반응 조건

후처리

1. 1
   온도at reflux over night
2. 2
   온도After cooling
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 1 h
4. 4
   여과After filtration
5. 5
   기타the layers were separated
6. 6
   추출the organic layer was extracted with 1 M HCl
7. 7
   건조dried (Na2SO4)
8. 8
   기타evaporated in vacuum
9. 9
   기타Purification of the residue on silica gel

실험 절차

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%).

출처