alpha-Bromo-o-chlorotoluene → 5-Chloro-1-(2-chlorophenyl)-2-pentanone

HRID 1648229Notes

Reaction equation

[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]Br.[Cl:10][CH2:11][CH2:12][CH2:13][C:14](Cl)=[O:15].FC1C=CC=CC=1CBr.C1(C(Cl)=O)CCC1>>[Cl:10][CH2:11][CH2:12][CH2:13][C:14](=[O:15])[CH2:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[Cl:1]

Participants

Reactant 4

HCID 11905alpha-Bromo-o-chlorotoluene

HCID 67968alpha-Bromo-o-fluorotoluene

HCID 783704-Chlorobutyryl chloride

HCID 78705Cyclobutanecarbonyl chloride

Product 1

HCID 199195065-Chloro-1-(2-chlorophenyl)-2-pentanoneYield 79%

Procedure

Following a procedure similar to that described in Preparation 13, except that equivalent amounts of 2-chlorobenzyl bromide and 4-chlorobutyryl chloride were used in place of the 2-fluorobenzyl bromide and cyclobutanecarbonyl chloride, the title compound was obtained as a yellow oil in a yield of 79%.

Sources & evidence

ORD record: ord-67f0ab57208b44999a89a24199e75eff
Source dataset: uspto-grants-1995_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05436242

Reaction notes

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