Water → Pyromellitic Acid

HRID 2249143Notes

Reaction equation

HRID 2249143 reaction equation
CN(C)P(N(C)C)(N(C)C)=[O:4].[CH:12]1[C:17]2[C:18]([O:20][C:21](=[O:22])[C:16]=2[CH:15]=[C:14]2[C:23]([O:25][C:26](=[O:27])[C:13]=12)=[O:24])=[O:19].[OH2:28]>>[C:26]([OH:25])(=[O:27])[C:13]1[C:14](=[CH:15][C:16](=[C:17]([CH:12]=1)[C:18]([OH:20])=[O:19])[C:21]([OH:4])=[O:22])[C:23]([OH:24])=[O:28]

Participants

4

Reactant 3

HCID 962WaterHCID 6966Pyromellitic dianhydrideHCID 12679Hexamethylphosphoramide2×

Product 1

HCID 6961Pyromellitic Acid

Conditions

Temperature
0 °C

Procedure

To 20 ml of hexamethylphosphoramide solution of 0.654 g (3.00 mmol) of pyromellitic acid dianhydride (the solution became green) was added dropwise 15 ml of hexamethylphosphoramide solution of 1.8 g (6.00 mmol) of the monoester synthesized in the above step with stirring at 0° C. in a nitrogen gas atmosphere (the solution became light ashy) and then the mixture was allowed to stand for more than 3 days at room temperature to provide a colorless solution. A small amount of the solution thus formed was poured in water to form white precipitates. By 1HNMR and IR spectra of the white solid obtained, it was confirmed that the desired half ester formed.

Workup

  1. customsynthesized in the above step
  2. waitto stand for more than 3 days at room temperature
  3. customto provide a colorless solution
  4. customA small amount of the solution thus formed
  5. customto form white precipitates
  6. customBy 1HNMR and IR spectra of the white solid obtained
  7. customformed

Sources & evidence

ORD record
ord-541ead0238f04b7f85e952a6b3be1d76
Source dataset
uspto-grants-1991_08
Patent number
US05043248

Reaction notes

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