반응 #493515

반응 방정식

1-Bromo-4-trifluoromethylbenzene

cyclohexanone

2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl

potassium tert-butoxide

→

title compound

2-(4-trifluoromethylphenyl)cyclohexanone

용매

tetrahydrofuran

tert-butyl methyl ether

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   기타After leaving
3. 3
   온도to cool
4. 4
   여과followed by filtration through celite
5. 5
   농축The resulting organic layer was concentrated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography three times
7. 7
   세척The resulting solid was washed with heptane

실험 절차

1-Bromo-4-trifluoromethylbenzene (5 mL), cyclohexanone (7.4 mL) and potassium tert-butoxide (8 g) were suspended in tetrahydrofuran (100 mL). Tris(dibenzylieneacetone)dipalladium (1.3 g) and 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (843 mg) were added and the mixture was heated with stirring at 70° C. in a nitrogen atmosphere for 1.5 hours. After leaving to cool, tert-butyl methyl ether was added, followed by filtration through celite. The resulting organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography three times. The resulting solid was washed with heptane to obtain the title compound (2.1 g). The property values of the compound are as follows.

출처