反応 #1552082

反応方程式

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

収率 60.0%

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

収率 60.0%

溶媒

ethyl acetate

n-butanol

反応条件

後処理

1. 1
   温度at reflux over night
2. 2
   温度After cooling
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 1 h
4. 4
   ろ過After filtration
5. 5
   その他the layers were separated
6. 6
   抽出the organic layer was extracted with 1 M HCl
7. 7
   乾燥dried (Na2SO4)
8. 8
   その他evaporated in vacuum
9. 9
   その他Purification of the residue on silica gel

実験手順

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%).

出典