Phthalic Anhydride → 2-(4-Methylphenyl)benzoic acid

HRID 1606225Notes

Reaction equation

HRID 1606225 reaction equation
[CH2:1]([C:3]1[CH:8]=CC=[CH:5][C:4]=1C)[CH3:2].[C:10]1(=[O:20])[O:15][C:13](=O)[C:12]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:11]12>C1(C)C=CC=CC=1>[C:3]1([CH3:8])[CH:4]=[CH:5][C:13]([C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[C:10]([OH:15])=[O:20])=[CH:2][CH:1]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 119031-Ethyl-2-Methylbenzene

Product 1

HCID 815682-(4-Methylphenyl)benzoic acidYield 107.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of 108 g of the complex obtained in Example 1 and 92 g of toluene were added gradually 14.8 g of phthalic anhydride while stirring, and the mixture was maintained at 70°C for 2 hours after the addition. The reaction mixture was treated as usual to obtain 22.8 g of o-(p-toluyl)-benzoic acid.

Workup

  1. additionafter the addition
  2. additionThe reaction mixture was treated as usual

Sources & evidence

ORD record
ord-66a8296153104f0caf33811df39b8e24
Source dataset
uspto-grants-1976_04
Patent number
US03952037

Reaction notes

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