Ethanol → p-Ethoxycarbonylbenzoyl chloride

HRID 596575Notes

Reaction equation

HRID 596575 reaction equation
[CH2:1]([OH:3])[CH3:2].[C:4](Cl)(=[O:14])[C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:11])=[O:10])=[CH:7][CH:6]=1>C1C=CC=CC=1>[CH2:1]([O:3][C:4]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:11])=[O:10])=[CH:7][CH:6]=1)=[O:14])[CH3:2]

Participants

4

Reactant 2

HCID 702EthanolHCID 7488Terephthaloyl chloride

Product 1

HCID 12276626p-Ethoxycarbonylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

p-Ethoxycarbonylbenzoyl chloride is prepared according to the method of M. J. Dewar and J. P. Schroeder, J. Org. Chem., 30, 2297 (1965), by the gradual addition of a small amount of ethyl alcohol to a boiling solution of terephthaloyl chloride in benzene. After removal of the solvent the residue is distilled under reduced pressure to give the acyl chloride which boils at 102°-105° C. at 0.4 mm.

Workup

  1. customAfter removal of the solvent the residue
  2. distillationis distilled under reduced pressure

Sources & evidence

ORD record
ord-a7b530671e9640e78a772d5fe112c8ba
Source dataset
uspto-grants-1977_03
Patent number
US04011236

Reaction notes

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