1-(4-(Trifluoromethyl)phenyl)ethan-1-one → 15996-83-5

HRID 585971Notes

Reaction equation

HRID 585971 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][CH:5]=1)=O.Cl.C[O:16][NH2:17]>N1C=CC=CC=1>[F:11][C:10]([F:13])([F:12])[C:7]1[CH:8]=[CH:9][C:4]([C:2](=[N:17][OH:16])[CH3:1])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 697311-(4-(Trifluoromethyl)phenyl)ethan-1-oneHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 28083315996-83-5

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Trifluoromethylacetophenone (13.6 g, 72.3 mmol) and O-methylhydroxylamine hydrochloride were combined in pyridine (100 mL) and stirred at ambient temperature for 16 hours. The mixture was concentrated under reduced pressure and the residue was suspended in diethyl ether. The suspension was filtered and the filter cake was washed with diethyl ether. The filtrate was washed with water, 1N HCl, and water. The organic phase was concentrated to provide the title compound. 1H NMR (300 MHz, d6-DMSO) 7.90-7.68 (m, 4H), 3.97 and 3.78 (2s, 1H), 2.20 and 2.17 (2s, 3H); MS (DCI/NH3) m/e 218 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. filtrationThe suspension was filtered
  3. washthe filter cake was washed with diethyl ether
  4. washThe filtrate was washed with water, 1N HCl, and water
  5. concentrationThe organic phase was concentrated

Sources & evidence

ORD record
ord-42e2fc9e3730454694f7fdb62e0da08e
Source dataset
uspto-grants-2005_08
Patent number
US06933311B2

Reaction notes

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