Hydrochloric Acid → 4-Phenoxybenzoyl chloride

HRID 2286826Notes

Reaction equation

HRID 2286826 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([Cl:17])(Cl)Cl)=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[O:18](C1C=CC(C(O)=O)=CC=1)C1C=CC=CC=1.Cl>>[O:7]([C:8]1[CH:13]=[CH:12][C:11]([C:14]([Cl:17])=[O:18])=[CH:10][CH:9]=1)[C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 751824-Phenoxybenzoic acidHCID 3086057Benzene, 1-phenoxy-4-(trichloromethyl)-

Product 1

HCID 741934-Phenoxybenzoyl chlorideYield 73%

Conditions

Temperature
140 °C

Procedure

P-phenoxybenzotrichloride (288 parts) was added to 182 parts of p-phenoxybenzoic acid, with mixing. The mixture was allowed to stand at ambient temperature for about 16 hours, then heated, over a period of about 4 hours, to a temperature of about 140° C., at which point HCl evolution was detected. The mixture was maintained at a temperature of between about 112° and 140° C. for an additional 21 hours, then cooled and analyzed by gas chromatographic techniques. Analysis indicated a 73% yield of p-phenoxybenzoylchloride based on the starting materials.

Workup

  1. additionwith mixing
  2. temperatureThe mixture was maintained at a temperature of between about 112° and 140° C. for an additional 21 hours
  3. temperaturecooled

Sources & evidence

ORD record
ord-6b854d544ab84c5b94561e5f581e9602
Source dataset
uspto-grants-1981_05
Patent number
US04268457

Reaction notes

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