Potassium Nitrate → HCID 23358998, compound

HRID 2396943Notes

Reaction equation

HRID 2396943 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([CH3:9])[C:5]([F:10])=[CH:4][C:3]=1[CH3:11].[N+:12]([O-])([O-:14])=[O:13].[K+]>S(=O)(=O)(O)O>[F:8][C:7]1[C:2]([F:1])=[C:3]([CH3:11])[C:4]([N+:12]([O-:14])=[O:13])=[C:5]([F:10])[C:6]=1[CH3:9]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 14651251HCID 14651251, compound

Product 1

HCID 23358998HCID 23358998, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

To 2,3,5-trifluoro-4-methyltoluene (1.9 g) is added conc. sulfuric acid (19 ml) and the mixture is cooled to 0° C., to which a solution of potassium nitrate (1.71 g) in conc. sulfuric acid (4.6 ml) is added dropwise below 10° C. and the mixture is stirred for 15 minutes. The mixture is poured into ice-water, extracted with diethyl ether, and the extract is washed with water and dried. The solvent is distilled off under reduced pressure and the residue is purified by silica-gel column-chromatography (dichloromethane: n-hexane =1 : 6) to give 2,3,6-trifluoro-4-methyl-5-nitrotoluene (1.9 g).

Workup

  1. additionis added dropwise below 10° C.
  2. extractionextracted with diethyl ether
  3. washthe extract is washed with water
  4. customdried
  5. distillationThe solvent is distilled off under reduced pressure
  6. customthe residue is purified by silica-gel column-chromatography (dichloromethane: n-hexane =1 : 6)

Sources & evidence

ORD record
ord-335de86aa480464cac6c69e240b3e2f5
Source dataset
uspto-grants-1996_02
Patent number
US05495020

Reaction notes

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