Anisole → (4-Methoxyphenyl)(3-methylphenyl)methanone

HRID 228600

반응식

HRID 228600 반응식
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](Cl)=[O:14].C(=O)([O-])O.[Na+]>[N+](C)([O-])=O.FC(F)(F)S([O-])(=O)=O.[Sc+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O>[CH3:8][O:7][C:1]1[CH:6]=[CH:5][C:4]([C:13]([C:12]2[CH:16]=[CH:17][CH:18]=[C:10]([CH3:9])[CH:11]=2)=[O:14])=[CH:3][CH:2]=1

참가 물질

6

반응물 3

HCID 7519AnisoleHCID 743753-Methylbenzoyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 12469466(4-Methoxyphenyl)(3-methylphenyl)methanone수율 56%

시약·촉매·용매 2

HCID 2734571Scandium(III) triflate촉매HCID 6375Nitromethane용매

반응 조건

온도
60 °C

실험 절차

Commercially available anisole (541 mg) and 3-methylbenzoyl chloride (773 mg) were dissolved in nitromethane (5 ml) to prepare a solution. Scandium trifluoromethanesulfonate (49 mg) was added to the solution, and the mixture was stirred at 60° C. overnight. A saturated aqueous sodium hydrogencarbonate solution was added thereto, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, was dried over sodium sulfate, and was then concentrated. The residue was subjected to separation and purification by column chromatography on silica gel using hexane-acetone as a solvent to give (4-methoxyphenyl)(3-methylphenyl)methanone (633 mg, yield 56%).

후처리

  1. customto prepare a solution
  2. extractionthe mixture was extracted with chloroform
  3. washThe organic layer was washed with saturated brine
  4. dry with materialwas dried over sodium sulfate
  5. concentrationwas then concentrated
  6. customThe residue was subjected to separation and purification by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-5f4eec60edfd4bbb9e63354c0a2035da
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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