Benzoic Acid → P-Toluic Acid

HRID 593248Notes

Reaction equation

HRID 593248 reaction equation
[OH2:1].ON1[C:7](=O)[CH2:6][CH2:5][C:4]1=[O:9].[C:10]([OH:18])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CC1C=CC(C)=CC=1>[CH3:4][C:14]1[CH:13]=[CH:12][C:11]([C:10]([OH:18])=[O:17])=[CH:16][CH:15]=1.[C:10]([OH:18])(=[O:17])[C:11]1[CH:12]=[CH:13][C:5]([C:4]([OH:9])=[O:1])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 243Benzoic AcidHCID 962Water4×HCID 80170N-Hydroxysuccinimide

Product 2

HCID 7470P-Toluic AcidYield 1.31%HCID 7489Terephthalic AcidYield 0.22%

Reagents, catalysts & solvents 1

HCID 7809P-XyleneSolvent

Procedure

The reaction was conducted in the same manner as in Example 1 except that 2 g of water was used instead of the mixture of N-hydroxysuccinimide and water. The conversion of the substrate and the amount and yield of the product were determined. Incidentally, it was assumed that the reaction was started at the time the addition of the water was started, and that the reaction was completed at the time the addition of the water was completed. As the results of the reaction, the conversion of p-xylene was 1.68%, and 5 g of p-toluic acid (yield 1.31%), 1 g of terephthalic acid (yield 0.22%), and 0.03 g of benzoic acid as a by-product (yield 0.0088%) were obtained.

Workup

  1. customAs the results of the reaction

Sources & evidence

ORD record
ord-f652fdedd1d54630ab128d502212c820
Source dataset
uspto-grants-2016_01
Patent number
US09242921B2

Reaction notes

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