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

HRID 1085802Notes

Reaction equation

HRID 1085802 reaction equation
[CH:1]([C:4]([C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)=[O:5])([CH3:3])[CH3:2].[BrH:13].BrBr>C(Cl)(Cl)Cl>[Cl:12][C:9]1[CH:8]=[CH:7][C:6]([C:4]([C:1]([Br:13])([CH3:3])[CH3:2])=[O:5])=[CH:11][CH:10]=1

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

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

Workup

  1. concentrationThe mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-254ddd9712b448ac809a13b30a52b558
Source dataset
uspto-grants-1991_04
Patent number
US05011850

Reaction notes

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