Acetic Acid → Isophthalic Acid

HRID 1776947Notes

Reaction equation

HRID 1776947 reaction equation
C1(C)C=CC=C(C)C=1.CC1[C:15]2C[O:17][C:18](=[O:19])[C:14]=2[C:13](O[C@@H]2O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]2O)=[C:12](C/C=C(/CCC(O)=O)\C)[C:11]=1OC.Br.[C:45]([OH:48])(=[O:47])[CH3:46]>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C([O-])(=O)C.[Mn+2].C([O-])(=O)C>[C:18]([OH:19])(=[O:17])[C:14]1[CH:13]=[CH:12][CH:11]=[C:46]([C:45]([OH:48])=[O:47])[CH:15]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 7929M-XyleneHCID 6442661Mycophenolic acid glucuronide

Product 1

HCID 8496Isophthalic Acid

Reagents, catalysts & solvents 2

HCID 6277Cobalt diacetateCatalystHCID 12525Manganous AcetateCatalyst

Procedure

An example of the liquid-phase oxidation reaction is as follows. For example, using an apparatus with a commercial scale, m-xylene is subjected to liquid-phase oxidation by air (reaction temperature: 200 [° C.]; reaction pressure: 1.6 [MPaG]) in the presence of cobalt acetate, manganese acetate and hydrobromic acid in hydrous acetic acid to obtain a crude isophthalic acid slurry (the concentration of isophthalic acid: 33% by weight; the concentration of water in the hydrous acetic acid that is a dispersing medium: 14% by weight), and the resulting slurry is then introduced into crystallization vessels connected in series to subject the slurry to sequential pressure drop.

Sources & evidence

ORD record
ord-8e76e8ec4d8f4776bfef8900347f8965
Source dataset
uspto-grants-2016_02
Patent number
US09266810B2

Reaction notes

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