Anisole → 4'-Methoxyacetophenone

HRID 1937270

반응식

HRID 1937270 반응식
FC(F)(F)C1N=C(S(C(F)(F)F)(=O)=O)NN=1.[C:17]1([O:23][CH3:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:25](OC(=O)C)(=[O:27])[CH3:26].S([O-])([O-])(=O)=O.[Mg+2]>[N+](C)([O-])=O.CCOCC.[Sc]>[CH3:24][O:23][C:17]1[CH:22]=[CH:21][C:20]([C:25](=[O:27])[CH3:26])=[CH:19][CH:18]=1

참가 물질

8

반응물 4

HCID 7519AnisoleHCID 7918Acetic AnhydrideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 1785273823-Trifluoromethyl-5-trifluoromethanesulfonyl-1,2,4-triazole

생성물 1

HCID 74764'-Methoxyacetophenone수율 97.2%

시약·촉매·용매 3

HCID 23952Scandium촉매HCID 3283Diethyl Ether용매HCID 6375Nitromethane용매

반응 조건

온도
21 °C

실험 절차

The catalytic effect of the scandium salt of 3-trifluoromethyl-5-trifluoromethanesulfonyl-1,2,4-triazole, obtained in Example 3, relative to a reaction was evaluated in the following manner. In 40 ml of anhydrous nitromethane, there is added 592 mg (700 μmoles) of the scandium salt of 3-trifluoromethyl-5-trifluoromethanesulfonyl-1,2,4-triazole, and 1.08 g (10 mmoles) of anisol and 2.04 g of acetic anhydride. After stirring during 10 min at 21° C., the reaction mixture was diluted with 50 ml of ether and the reaction was inhibited by 100 ml of a saturated solution of sodium bicarbonate NaHCO3. After filtration on Celite, the solution was extracted with three fractions of 50 ml ether, and the collected ether phase was washed with a saturated solution of potassium chloride. After drying the ether phase with magnesium sulfate and evaporation, 1.46 g of p-methoxyacetophenone (97% yield) was collected, with a purity characterized by a proton RMN higher than 99%.

후처리

  1. filtrationAfter filtration on Celite
  2. extractionthe solution was extracted with three fractions of 50 ml ether
  3. washthe collected ether phase was washed with a saturated solution of potassium chloride
  4. dry with materialAfter drying the ether phase

출처 및 근거

ORD 기록
ord-844711d13716471f999b8846d1e7f3b3
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06395367B1

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