Potassium Nitrate → Methyl 2,4-difluoro-5-nitrobenzoate

HRID 1403599Notes

Reaction equation

HRID 1403599 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[N+:13]([O-])([O-:15])=[O:14].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]([N+:13]([O-:15])=[O:14])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 2782897Methyl 2,4-Difluorobenzoate

Product 1

HCID 11447263Methyl 2,4-difluoro-5-nitrobenzoateYield 63.4%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
12.5 °C

Procedure

To a solution of methyl 2,4-difluorobenzoate (50.0 g, 290.48 mmol, 1.00 equiv) in sulfuric acid (150 ml) was added a solution of potassium nitrate (35.23 g, 348.81 mmol) in sulfuric acid (30 ml) dropwise in an ice-water bath with stirring for 1 h at 0-25° C. The reaction was then quenched by the addition of ice-water. The solids were collected by filtration to afford methyl 2,4-difluoro-5-nitrobenzoate as a white solid (40.0 g, 63%).

Workup

  1. customThe reaction was then quenched by the addition of ice-water
  2. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-79bf3092c6e840649d53663f0d949fb1
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

Loading…