Chlorobenzene → 2-(4-Bromophenyl)-1-(4-chlorophenyl)ethanone

HRID 1454434Notes

Reaction equation

HRID 1454434 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Br:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20](Cl)=[O:21])=[CH:15][CH:14]=1>>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([C:9]2[CH:10]=[CH:11][C:6]([Cl:5])=[CH:7][CH:8]=2)=[O:21])=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 7964ChlorobenzeneHCID 181552Benzeneacetyl chloride, 4-bromo-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 149017782-(4-Bromophenyl)-1-(4-chlorophenyl)ethanoneYield 86%

Procedure

To a 100 mL three-necked flask containing AlCl3 (4.797 g; 35.98 mmol) under N2, chlorobenzene (IVd) (36.6 mL; 359.76 mmol) was added in one portion at RT. To this suspension (4-bromo-phenyl)-acetyl chloride (IIIa) (7.0 g; 29.98 mmol) was added in one portion without cooling. Protocol and work-up was then similar with those described above. Title compound was obtained as a white powder (m=7.99 g) in a 86% yield.

Workup

  1. temperaturewithout cooling

Sources & evidence

ORD record
ord-6e90af6626b44559bbe57eb05cca6bef
Source dataset
uspto-grants-2009_01
Patent number
US07479575B2

Reaction notes

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