Water → 3-Ethyl-2,4,5-trifluoro-nitrobenzene

HRID 2107607Notes

Reaction equation

HRID 2107607 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[CH2:10][CH3:11].[N+:12]([O-])([O-:14])=[O:13].[K+].O>S(=O)(=O)(O)O>[CH2:10]([C:3]1[C:4]([F:9])=[C:5]([N+:12]([O-:14])=[O:13])[CH:6]=[C:7]([F:8])[C:2]=1[F:1])[CH3:11]

Participants

5

Reactant 3

HCID 962WaterHCID 24434Potassium NitrateHCID 148346762,3,6-Trifluoro-1-ethylbenzene

Product 1

HCID 148346773-Ethyl-2,4,5-trifluoro-nitrobenzeneYield 81.6%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

2,3,6-Trifluoro-1-ethylbenzene (1.09 g) is dissolved in conc. sulfuric acid (5.5 ml), and thereto is added with stirring a mixture of potassium nitrate (0.83 g) in conc. sulfuric acid (4 ml) at room temperature, and the mixture is stirred at the same temperature for one hour. The reaction mixture is poured into cold water (100 ml) and is extracted with diethyl ether. The ether layer is washed with aqueous saturated sodium chloride and dried over magnesium sulfate and then concentrated under reduced pressure to give 3-ethyl-2,4,5-trifluoro-nitrobenzene (1.14 g), as yellow oil.

Workup

  1. additionis added
  2. stirringthe mixture is stirred at the same temperature for one hour
  3. extractionis extracted with diethyl ether
  4. washThe ether layer is washed with aqueous saturated sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7cae89aa138349458717442374d90005
Source dataset
uspto-grants-1990_06
Patent number
US04935420

Reaction notes

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