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

HRID 480003Notes

Reaction equation

HRID 480003 reaction equation
[F:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[N+:14]([O-])([O-:16])=[O:15].[K+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:12]=[C:11]([F:13])[C:10]([N+:14]([O-:16])=[O:15])=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 2737170Benzoic acid, 2,4-difluoro-, ethyl ester

Product 1

HCID 22330120Ethyl 2,4-difluoro-5-nitrobenzoate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
20 °C

Procedure

To a cooled (−5-0° C.) solution of ethyl 2,4-difluorobenzoate (3.4 g; 18.3 mmol) in conc. sulphuric acid (6 ml) was added potassium nitrate (1.94 g; 19.2 mmol) in small portions over one hour −5° C. Following the addition the temperature was allowed to raise to 20° C. over 4.5 hours. The mixture was poured into ice-water with vigorous stirring. The product was filtered off, washed with water and air-dried. Yield: 3.2 g (76%).

Workup

  1. additionthe addition the temperature
  2. filtrationThe product was filtered off
  3. washwashed with water
  4. customair-dried

Sources & evidence

ORD record
ord-66d8ef6705cf4b33aea0413ca803f65d
Source dataset
uspto-grants-2003_11
Patent number
US06649609B2

Reaction notes

Loading…