Nitric Acid → 2-Chloro-6-fluoro-3-nitrobenzeneacetic acid

HRID 1635923

Reaction equation

HRID 1635923 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([OH:12])=[O:11].S(=O)(=O)(O)O.[N+:18]([O-])([OH:20])=[O:19]>>[Cl:1][C:2]1[C:7]([N+:18]([O-:20])=[O:19])=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([OH:12])=[O:11]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1234642-Chloro-6-fluorophenylacetic acid

Product 1

HCID 696933382-Chloro-6-fluoro-3-nitrobenzeneacetic acidYield 78%

Procedure

1.89 g of 2-chloro-6-fluoro-phenylacetic acid was suspended in 20 ml of concentrated nitric acid. After the addition of 10 ml of concentrated sulfuric acid, the resulting mixture was heated under reflux for 3.5 hours. After the reaction mixture was poured into ice water, the resulting precipitate was collected by filtration, washed with a small amount of purified water, and then dried. Thus, 1.83 g (78% yield) of the title compound was obtained as a white powder.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 3.5 hours
  3. filtrationthe resulting precipitate was collected by filtration
  4. washwashed with a small amount of purified water
  5. customdried

Sources & evidence

ORD record
ord-62993e7f5fc24a7da8ff2c1508456f84
Source dataset
uspto-grants-2003_01
Patent number
US06511997B1

Linked notes

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