Anisole → 4-t-Butylphenyl 4-methoxyphenyl ketone
Reaktionsgleichung
[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]=1Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
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%).
Aufarbeitung
- customThe reaction mixture was partitioned between water and chloroform
- dry with materialthe chloroform layer was then dried with anhydrous magnesium sulfate
- customAfter removing the solvent
- distillationby reduced-pressure distillation
- customthe resulting residue was purified by column chromatography on silica gel eluting with hexane/acetone
Quellen und Nachweise
- ORD-Eintrag
- ord-2f2032fb655a4df08f48e84c9dab83f9
- Quelldatensatz
- uspto-grants-2000_11
- Patentnummer
- US06143764
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