Hydrogen Peroxide → 4-(Trifluoromethyl)benzamide

HRID 59348

Reaktionsgleichung

Reaktionsgleichung von HRID 59348
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.OO.C([O-])([O-])=[O:16].[K+].[K+]>CS(C)=O>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:10]=[CH:9][C:6]([C:7]([NH2:8])=[O:16])=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 67995Benzonitrile, 4-(trifluoromethyl)-

Produkt 1

HCID 746844-(Trifluoromethyl)benzamideAusbeute 182,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

To a cold solution of 4-(trifluoromethyl)benzonitrile (0.500 g, 2.92 mmol) in DMSO (6.0 mL) was added H2O2 (50%) (5 mL) at 0° C., followed by portion-wise addition of K2CO3 (0.121 g, 0.87 mmol). The reaction mass was allowed to attain RT and stirred for 1 h. The reaction mass was quenched in ice water and extracted with DCM and concentrated to afford 0.300 g of product. 1H NMR (400 MHz, DMSO d6): δ 7.60 (br s, 1H), 7.82 (d, J=7.5 Hz, 2H), 8.05 (d, J=6.6 Hz, 2H), 8.17 (br s, 1H); MS (m/z): 190.11 (M+H+).

Aufarbeitung

  1. customto attain RT
  2. customThe reaction mass was quenched in ice water
  3. extractionextracted with DCM
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-cb039f74826d441ab6cf9a90ba342814
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09439890B2

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