Phthalide → Phthalic Anhydride

HRID 1636983Notes

Reaction equation

HRID 1636983 reaction equation
[C:1]1([C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][O:3]1)=[O:2].[OH:11]N1C(=O)C2=CC=CC=C2C1=O>C(#N)C1C=CC=CC=1>[C:4]1(=[O:11])[O:3][C:1](=[O:2])[C:10]2=[CH:9][CH:8]=[CH:7][CH:6]=[C:5]12

Participants

4

Reactant 2

HCID 6885Phthalide2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 6811Phthalic AnhydrideYield 46%

Reagents, catalysts & solvents 1

HCID 7505BenzonitrileSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2 mmole of phthalide, 2 mole % of N-hydroxyphthalimide relative to phthalide, and 5 ml of benzonitrile was stirred for 12 hours at 100° C. under an oxygen atmosphere. The products in the reaction mixture were analyzed by gas chromarography, and, as a result, phthalic anhydride (yield 46%) was formed.

Sources & evidence

ORD record
ord-7cdb84eb4f64450f99b227b50ca39e12
Source dataset
uspto-grants-2000_03
Patent number
US06037477

Reaction notes

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