Phthalic Anhydride → Phthalic Acid

HRID 1395122Notes

Reaction equation

HRID 1395122 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.[CH:12]1[CH:13]=[CH:14][C:15]2[C:22](=[O:23])[CH:21]=[CH:20][C:18](=[O:19])[C:16]=2[CH:17]=1>>[CH:13]1[CH:12]=[CH:17][C:16]2[C:18](=[O:19])[CH:20]=[CH:21][C:22](=[O:23])[C:15]=2[CH:14]=1.[C:1]([OH:6])(=[O:11])[C:2]1[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:4]([OH:19])=[O:5]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 85301,4-Naphthoquinone

Product 2

HCID 1017Phthalic AcidHCID 85301,4-Naphthoquinone

Conditions

Temperature
180 °C

Procedure

A reaction mixture gas containing 5.0 wt. parts of phthalic anhydride and 2.4 wt. parts of naphthoquinone which was formed by a catalytic vapor phase oxidation, was cooled to 180° C. by a gas cooler and was introduced into the mother liquor (pH of 1.9) to obtain an aqueous slurry of naphthoquinone and phthalic acid. The slurry (pH 1.7) was heated to 85° C. to dissolve all of phthalic acid. Naphthoquinone was extracted from the slurry of naphthoquinone in a counter-current extraction with 8.0 wt. parts of xylene. The xylene phase was washed with hot water and concentrated and dried at 70° C. under a vacuum of 60 Torr to obtain 2.4 wt. parts of naphthoquinone having a purity of 96.7%.

Workup

  1. customwas formed by a catalytic vapor phase oxidation
  2. additionwas introduced into the mother liquor (pH of 1.9)

Sources & evidence

ORD record
ord-f4639438e2c04d349e8884a56efb8aec
Source dataset
uspto-grants-1980_05
Patent number
US04202828

Reaction notes

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