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Hydrogen Bromide → 2-Bromo-1-(4-chlorophenyl)-2-methylpropan-1-one

HRID 1380924
Notes
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Reaction equation

HRID 1380924 reaction equation
[BrH:1].[CH:2]([C:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1)=[O:6])([CH3:4])[CH3:3].BrBr>C(Cl)(Cl)Cl>[Cl:13][C:10]1[CH:9]=[CH:8][C:7]([C:5]([C:2]([Br:1])([CH3:4])[CH3:3])=[O:6])=[CH:12][CH:11]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 728651-(4-Chlorophenyl)-2-methylpropan-1-one

Product 1

HCID 112999732-Bromo-1-(4-chlorophenyl)-2-methylpropan-1-oneYield 92%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1 ml of hydrogen bromide/glacial acetic acid is added to 65.5 g (0.36 mol) of 4-chlorophenyl isopropyl ketone in 200 ml of chloroform, and 57.5 g (0.36 mol) of bromine are then added dropwise at 30° C. The mixture is subsequently stirred at room temperature for 30 minutes and is then concentrated in vacuo. 86.6 g (92% of theory) of crude 2-bromo-prop-2-yl 4-chlorophenyl ketone are obtained and are further reacted directly.

Workup

  1. additionare then added dropwise at 30° C
  2. concentrationis then concentrated in vacuo

Sources & evidence

ORD record
ord-489dd3e7455145a89387c94efd3e963d
Source dataset
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04584308

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes