Hydrogen Peroxide → 2-Fluoro-6-(trifluoromethyl)benzeneacetamide

HRID 2293609Notes

Reaction equation

HRID 2293609 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[CH2:12][C:13]#[N:14].[OH-:15].[Na+].OO>CO.O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:10])([F:11])[F:9])[C:3]=1[CH2:12][C:13]([NH2:14])=[O:15]

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium Hydroxide2×HCID 27375992-Fluoro-6-(trifluoromethyl)phenylacetonitrile

Product 1

HCID 545680832-Fluoro-6-(trifluoromethyl)benzeneacetamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

20 g (98.5 mmol) of 2-fluoro-6-trifluoromethyl-phenyl-acetonitrile is dissolved in 150 ml of methanol. It is adjusted to pH 10 with sodium hydroxide solution and heated to 40° C. Then, 15 ml (132.3 mmol) of hydrogen peroxide (30%) is instilled, diluted with 25 ml of water, and the pH is kept between 9-10 by simultaneous addition of sodium hydroxide solution. A solid precipitates with foaming. After completion of the addition, it is stirred for 30 more minutes, allowed to cool off, suctioned off from the solid, washed with water and dried in a vacuum. The title compound is obtained in crystalline form.

Workup

  1. customA solid precipitates
  2. additionAfter completion of the addition, it
  3. temperatureto cool off
  4. washwashed with water
  5. customdried in a vacuum

Sources & evidence

ORD record
ord-3d333aec5fb64de2bd5456ddf3f491f2
Source dataset
uspto-grants-1997_11
Patent number
US05686492

Reaction notes

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