Phthalic Anhydride → Phthalic Acid

HRID 2050769Notes

Reaction equation

HRID 2050769 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.C([OH:15])(C)C.C1(=O)OC(=O)C2=CC=CC=C12>C(O)(C)C>[C:1]([OH:6])(=[O:11])[C:2]1[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:4]([OH:15])=[O:5]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 86744764HCID 86744764, compound

Product 1

HCID 1017Phthalic Acid

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent3×

Procedure

Phthalamic acids have been prepared by addition of a solution of secondary amine in isopropanol at 78° C. to a phthalic anhydride/isopropanol slurry at 78° C. in a one to one phthalic anhydride/amine molar ratio with subsequent vacuum stripping of the solvent. This method utilizes isopropanol as the solvent for the reaction. Isopropanol, a secondary amine, reacts with phthalic anhydride to yield isopropyl mono ester of phthalic acid. At 78° C., as much as 40% of the product may be this ester.

Workup

  1. customfor the reaction

Sources & evidence

ORD record
ord-f11e67410215427d9992546cc56a72ff
Source dataset
uspto-grants-1991_05
Patent number
US05015415

Reaction notes

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