Formic Acid → Pyromellitic Acid

HRID 1982089Notes

Reaction equation

HRID 1982089 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:11]([OH:13])=[O:12])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7].[C]=O.[C:16]([OH:30])(=[O:29])[C:17]1[C:18](=[CH:22][C:23](=[CH:27][CH:28]=1)[C:24]([OH:26])=[O:25])[C:19]([OH:21])=[O:20].[CH:31]([OH:33])=[O:32]>[OH-].[Na+]>[C:6]([OH:8])(=[O:7])[C:27]1[C:23](=[CH:22][C:18](=[C:17]([CH:28]=1)[C:16]([OH:30])=[O:29])[C:19]([OH:21])=[O:20])[C:24]([OH:26])=[O:25].[Cl:1][C:2]1[CH:3]=[C:4]([C:11]([OH:13])=[O:12])[C:5]([C:6]([OH:8])=[O:7])=[CH:9][C:10]=1[C:31]([OH:33])=[O:32]

Participants

7

Reactant 4

HCID 284Formic AcidHCID 69644-Chlorophthalic acidHCID 10708Trimellitic acidHCID 178418416HCID 178418416, compound

Product 2

HCID 6961Pyromellitic AcidHCID 20150713HCID 20150713, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

For example, when the photocarbonylation reaction is effected by dissolving 4-chlorophthalic acid in an aqueous solution of sodium hydroxide (4-6N) and blowing carbon monoxide into the solution at a temperature of 60°-80° C. under a pressure of 1-10 atm, the reaction product consists mainly of the desired trimellitic acid, and by-product is scarcely formed except a small amount of formic acid. The reaction for obtaining pyromellitic acid from 5-chlorotrimellitic acid proceeds similarly as above.

Workup

  1. customat a temperature of 60°-80° C.
  2. customThe reaction

Sources & evidence

ORD record
ord-1c0d9d65d6ae424288345847bfda524b
Source dataset
uspto-grants-1986_06
Patent number
US04595470

Reaction notes

Loading…