1,4-Dichlorobenzene → 2,5-Dichlorobenzophenone

HRID 248654Notes

Reaction equation

[Al+3].[Cl-].[Cl-].[Cl-].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[C:13]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:20]

Participants

Reactant 3

HCID 46851,4-Dichlorobenzene

HCID 7412Benzoyl chloride

HCID 6451240Aluminum(III) Chloride

Product 1

HCID 4581882,5-DichlorobenzophenoneYield 50%

Procedure

Starting material ratios as low as 1.1/1.3/1 (moles of AlCl3 :1,4-dichlorobenzene:benzoyl chloride) have been found sufficient to produce 2,5-dichlorobenzophenone in about 50% yield under the conditions provided by the present invention; the same ratio of starting materials has been found to give a 64% yield of 2,5-dichlorobenzophenone if the benzoyl chloride is added slowly to a mixture of AlCl3, 1,4-dichlorobenzene and a small amount of benzoyl chloride.

Sources & evidence

ORD record: ord-a0a6697ef4f34384bc2fb4b978b451d0
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05210313

Reaction notes

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