Reaction equation
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]=1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 3
Conditions
- Temperature
- 21 °C
Procedure
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%.
Workup
- filtrationAfter filtration on Celite
- extractionthe solution was extracted with three fractions of 50 ml ether
- washthe collected ether phase was washed with a saturated solution of potassium chloride
- dry with materialAfter drying the ether phase
Sources & evidence
- ORD record
- ord-844711d13716471f999b8846d1e7f3b3
- Source dataset
- uspto-grants-2002_05
- Patent number
- US06395367B1
Linked notes
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