Anisole → 4-t-Butylphenyl 4-methoxyphenyl ketone

HRID 1857119노트

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HRID 1857119 반응식
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9]([C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1)([CH3:12])([CH3:11])[CH3:10]>FC(F)(F)S([O-])(=O)=O.[Sc+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[N+](C)([O-])=O>[CH3:8][O:7][C:1]1[CH:6]=[CH:5][C:4]([C:17]([C:16]2[CH:20]=[CH:21][C:13]([C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:14][CH:15]=2)=[O:18])=[CH:3][CH:2]=1

참가 물질

5

반응물 2

HCID 7519AnisoleHCID 743724-tert-Butylbenzoyl chloride

생성물 1

HCID 101992554-t-Butylphenyl 4-methoxyphenyl ketone수율 64.3%

시약·촉매·용매 2

HCID 2734571Scandium(III) triflate촉매HCID 6375Nitromethane용매

반응 조건

온도
60 °C

실험 절차

To commercially available nitromethane (5 ml) were added commercially available anisole (541 mg), commercially available 4-t-butylbenzoyl chloride (983 mg) and commercially available scandium(III) trifluoromethanesulfonate (492 mg), and the admixture was stirred at 60° C. for 21 hours. The reaction mixture was partitioned between water and chloroform, and the chloroform layer was then dried with anhydrous magnesium sulfate. After removing the solvent by reduced-pressure distillation, the resulting residue was purified by column chromatography on silica gel eluting with hexane/acetone to obtain 862 mg of the title compound (yield: 64%).

후처리

  1. customThe reaction mixture was partitioned between water and chloroform
  2. dry with materialthe chloroform layer was then dried with anhydrous magnesium sulfate
  3. customAfter removing the solvent
  4. distillationby reduced-pressure distillation
  5. customthe resulting residue was purified by column chromatography on silica gel eluting with hexane/acetone

출처 및 근거

ORD 기록
ord-2f2032fb655a4df08f48e84c9dab83f9
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06143764

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