p-Trifluoromethylpropiophenone → Benzene, 1-(1-methylenepropyl)-4-(trifluoromethyl)-

HRID 607535노트

반응식

HRID 607535 반응식
[CH3:1]C(C)([O-])C.[K+].[CH3:7][CH2:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)=O>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1>[CH2:1]=[C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)[CH2:8][CH3:7]

참가 물질

5

반응물 2

HCID 136554p-TrifluoromethylpropiophenoneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 17756011Benzene, 1-(1-methylenepropyl)-4-(trifluoromethyl)-

시약·촉매·용매 2

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 8028Tetrahydrofuran용매3회

실험 절차

To a stirred suspension of methyltriphenylphosphonium bromide (3.53 g, 9.89 mmol) in THF (30 ml) was added potassium tert-butoxide (1.11 g, 9.89 mmol) in THF (10 ml) dropwise at 0° C. and the mixture was stirred at ambient temperature for 2 hours. Then, to this mixture was added 4-(trifluoromethyl)propiophenone (Aldrich, 1.00 g, 4.95 mmol) in THF (10 ml) at 0° C. and stirred at ambient temperature for 2 hours. The reaction was quenched with small amount of water and evaporated to remove the solvent. The crude mixture was diluted with hexane. The formed precipitates were filtered and the organic layer was separated. After evaporation of solvent, residue was applied to a silica gel chromatography column and eluted with hexane to afford 1.12 g (crude 100%) of the title compound as a red oil.

후처리

  1. stirringstirred at ambient temperature for 2 hours
  2. customThe reaction was quenched with small amount of water
  3. customevaporated
  4. customto remove the solvent
  5. additionThe crude mixture was diluted with hexane
  6. customThe formed precipitates
  7. filtrationwere filtered
  8. customthe organic layer was separated
  9. customAfter evaporation of solvent, residue
  10. washeluted with hexane

출처 및 근거

ORD 기록
ord-e84c9ce29a644fd997bc69ee674522fc
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915448B2

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