Dimethylformamide → 6,6-Dimethyl-3-(3-(trifluoromethyl)phenylamino)cyclohex-2-enone

HRID 517175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517175
[CH3:1][C:2]1([CH3:10])[CH2:7][CH2:6][C:5](=O)[CH2:4][C:3]1=[O:9].[F:11][C:12]([F:21])([F:20])[C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH2:16].FC(F)(F)S([O-])(=O)=O.[Yb+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.CN(C)C=O>O.CO>[CH3:1][C:2]1([CH3:10])[C:3](=[O:9])[CH:4]=[C:5]([NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:13]([C:12]([F:11])([F:20])[F:21])[CH:14]=2)[CH2:6][CH2:7]1

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 73753-(Trifluoromethyl)anilineHCID 1363601,3-Cyclohexanedione, 4,4-dimethyl-HCID 2733225Ytterbium triflate

Produkt 1

HCID 867322966,6-Dimethyl-3-(3-(trifluoromethyl)phenylamino)cyclohex-2-enone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4,4-dimethylcyclohexane-1,3-dione (563 mg, 4.02 mmol), 3-(trifluoromethyl)aniline (500 μL, 645 mg, 4.02 mmol), Ytterbium(III) trifluormethanesulfonate (12.5 mg, 20 μmol, 0.5 mol %) and N,N-dimethylformamide (2.5 mL) is stirred at room temperature over night. Methanol and water are added and the mixture is filtered. The precipitate is washed with water and dried under reduced pressure. Yield: 654 mg; ESI mass spectrum [M+H]+=284, Retention time HPLC: 1.18 min (Z005—001).

Aufarbeitung

  1. filtrationthe mixture is filtered
  2. washThe precipitate is washed with water
  3. customdried under reduced pressure
  4. custom1.18 min (Z005—001)

Quellen und Nachweise

ORD-Eintrag
ord-f45bb5638b39415988f1d003208cf4c6
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115093B2

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