Ethylbenzene → 2-(4-Bromophenyl)-1-(4-ethylphenyl)ethan-1-one

HRID 1454430Notes

Reaction equation

HRID 1454430 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH2:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:6].[Br:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21](Cl)=[O:22])=[CH:16][CH:15]=1>>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([C:10]2[CH:11]=[CH:12][C:7]([CH2:5][CH3:6])=[CH:8][CH:9]=2)=[O:22])=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 7500EthylbenzeneHCID 181552Benzeneacetyl chloride, 4-bromo-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 431604402-(4-Bromophenyl)-1-(4-ethylphenyl)ethan-1-oneYield 68%

Procedure

To a 50 mL three-necked flask containing AlCl3 (7.305 g; 54.79 mmol) under N2, ethyl benzene (IVc) (8.40 mL; 68.48 mmol) was added in one portion at RT. To this suspension (4-bromo-phenyl)-acetyl chloride (IIIa) (10.66 g; 45.65 mmol) was added drop wise keeping temperature below 40° C. Protocol and work-up was then similar with those described above. Title compound was obtained as a white powder (m=9.923 g) in a 68% yield. Melting point: 146° C.

Workup

  1. customtemperature below 40° C

Sources & evidence

ORD record
ord-e70907b4be6d46b6bf9d6d6abb3e22f8
Source dataset
uspto-grants-2009_01
Patent number
US07479575B2

Reaction notes

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