Water → 4,4'-Dimethylbenzophenone

HRID 279694

반응식

HRID 279694 반응식
FC(F)(F)S([O-])(=O)=O.[Pr+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[C:26]1([CH3:35])[CH:31]=[CH:30][C:29]([C:32](O)=[O:33])=[CH:28][CH:27]=1.O>C1(C)C=CC=CC=1>[CH3:35][C:26]1[CH:31]=[CH:30][C:29]([C:32]([C:29]2[CH:30]=[CH:31][C:26]([CH3:35])=[CH:27][CH:28]=2)=[O:33])=[CH:28][CH:27]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 7470P-Toluic AcidHCID 9894708Praseodymium(III) trifluoromethanesulfonate

생성물 1

HCID 691484,4'-Dimethylbenzophenone수율 18.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Praseodymium (III) trifluoromethanesulfonate (3.53 g as a wet solid) and para-toluic acid (1.36 g) were refluxed together in 125 mL toluene with azeotropic removal of the lower water layer (Dean-Stark apparatus). After 24 hours, the mixture was cooled and extracted with 3×25 mL water, then by 2×25 mL saturated sodium bicarbonate solution. The organic layer was dried using anhydrous sodium sulfate, filtered, then concentrated down in vacuo to give crude 4,4′-dimethylbenzophenone (0.65 g, 31% yield) as a cream-colored crystalline solid. This was then recrystallized from methanol to give white needles of pure 4,4′ dimethylbenzophenone (0.19 g,9% yield) (M.P. 90.5-91.5° C.).

후처리

  1. temperaturethe mixture was cooled
  2. extractionextracted with 3×25 mL water
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated down in vacuo
  6. customto give crude 4,4′-dimethylbenzophenone (0.65 g, 31% yield) as a cream-colored crystalline solid
  7. customThis was then recrystallized from methanol

출처 및 근거

ORD 기록
ord-e8bb410232d84efabe6c885972ec62d6
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06362375B1

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