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

HRID 887240Notes

Reaction equation

HRID 887240 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-ff768b5635894a9c8f373367dc61c17b
Source dataset
uspto-grants-2012_08
Patent number
US08247413B2

Reaction notes

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