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

HRID 1638685Notes

Reaction equation

HRID 1638685 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 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 sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-053e6eabbc1646e7a4afc026ba94d116
Source dataset
uspto-grants-1989_11
Patent number
US04880806

Reaction notes

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