Nitric Acid → 2,4-Dimethoxy-5-nitrobenzoic acid

HRID 2293530Notes

Reaction equation

HRID 2293530 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[N+:14]([O-])([OH:16])=[O:15]>S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([N+:14]([O-:16])=[O:15])=[CH:8][C:4]=1[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 70522,4-Dimethoxybenzoic acid

Product 1

HCID 133076602,4-Dimethoxy-5-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

(Alternative method) A 2.00 g portion of 2,4-dimethoxybenzoic acid was dissolved in 30 ml of sulfuric acid, and 0.49 ml of concentrated nitric acid was added under ice-cooling. After 3 hours of stirring at room temperature, this was poured into 100 g of ice water, and the thus formed crystals were collected by filtration, washed with water-methanol and then dried under a reduced pressure to give 1.41 g of 2,4-dimethoxy-5-nitrobenzoic acid. The physicochemical properties were identical to those of the compound obtained by the former method.

Workup

  1. temperaturecooling
  2. filtrationthe thus formed crystals were collected by filtration
  3. washwashed with water-methanol
  4. customdried under a reduced pressure

Sources & evidence

ORD record
ord-eae1be1159f04a688ca6cb2f406b11f5
Source dataset
uspto-grants-1997_11
Patent number
US05686482

Reaction notes

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