1,2-Benzenedicarboxylic acid, 4-nitro- → 4-Nitrophthalic acid anhydride

HRID 2357054Notes

Reaction equation

HRID 2357054 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([OH:15])=[O:14])[C:7](=[CH:11][CH:12]=1)[C:8]([OH:10])=O)([O-:3])=[O:2]>C(OC(=O)C)(=O)C>[N+:1]([C:4]1[CH:5]=[C:6]2[C:13](=[O:14])[O:15][C:8](=[O:10])[C:7]2=[CH:11][CH:12]=1)([O-:3])=[O:2]

Participants

3

Reactant 1

HCID 691211,2-Benzenedicarboxylic acid, 4-nitro-

Product 1

HCID 2309764-Nitrophthalic acid anhydrideYield 51.3%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Next, 4-nitrophthalic acid (21.1 g, 0.1 mole) in a round-bottomed flask was admixed with acetic anhydride (40 ml) and refluxed for 1 hour. The mixture was brought to room temperature and acetic anhydride was removed under vacuum. The concentrated mixture was allowed to stand overnight, and the solid obtained was recrystallized using toluene to give 4-nitrophthalic anhydride ((9.9 g (51%), Mp 119° C.)).

Workup

  1. temperaturerefluxed for 1 hour
  2. customwas brought to room temperature
  3. customacetic anhydride was removed under vacuum
  4. customthe solid obtained
  5. customwas recrystallized

Sources & evidence

ORD record
ord-1c03c7cdf27148ff86d29fa272ee86ca
Source dataset
uspto-grants-2010_07
Patent number
US07759468B1

Reaction notes

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