Nitric Acid → HCID 13489933, compound

HRID 371505Notes

Reaction equation

HRID 371505 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[N+:13]([O-])([OH:15])=[O:14]>>[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([N+:13]([O-:15])=[O:14])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 127123362-Chloro-1-methyl-3-(trifluoromethyl)benzene

Product 1

HCID 13489933HCID 13489933, compoundYield 98.1%

Procedure

72 gms of the crude mixture of 2, 4, and 6 mono chloro 3-methyl benzotrifluoride (0.37 moles) from Example I was added dropwise to 200 gms of 98% HNO3 at about -5° C. to 0° C. over a period of about 1 hour. After addition, solution was stirred for an additional 20 minutes. The solution was then washed with ice water and solvent extracted with CH2Cl2 to give 87 gms of an amber colored liquid. The liquid was distilled at 100°-110° C./(<0.1 mm) to give 84.5 gms of a yellow colored liquid (96% yield)

Workup

  1. additionAfter addition, solution
  2. washThe solution was then washed with ice water and solvent
  3. extractionextracted with CH2Cl2

Sources & evidence

ORD record
ord-6d2d8151a06b463a910ec5abd86431d7
Source dataset
uspto-grants-1985_07
Patent number
US04532353

Reaction notes

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