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

HRID 414469Notes

Reaction equation

HRID 414469 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1(=[O:15])[O:10][C:8](=[O:9])[C:7]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:6]12.[CH2:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:17]>Cl>[CH2:16]([C:18]1[CH:23]=[CH:22][C:21]([C:8]([C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[C:5]([OH:10])=[O:15])=[O:9])=[CH:20][CH:19]=1)[CH3:17]

Participants

5

Reactant 3

HCID 6811Phthalic AnhydrideHCID 7500EthylbenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 708522-(4-Ethylbenzoyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

aluminum chloride (270 g) was added in portions to a stirred mixture of phthalic anhydride (270 g) and ethyl benzene (1125 ml). After 4 hours the mixture was poured onto ice and concentrated hydrochloric acid (450 ml) was added. Excess ethylbenzene was removed by steam distillation, and the residual solution was cooled and filtered so as to afford 2-(4-ethylbenzoyl)benzoic acid.

Workup

  1. additionwas added
  2. customExcess ethylbenzene was removed by steam distillation
  3. temperaturethe residual solution was cooled
  4. filtrationfiltered so as

Sources & evidence

ORD record
ord-82bd2dd2928447d58a7a920879155105
Source dataset
uspto-grants-1988_12
Patent number
US04792551

Reaction notes

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