2-Phenylacetophenone → 2-Bromo-1,2-diphenylethan-1-one

HRID 1165857Notes

Reaction equation

HRID 1165857 reaction equation
[CH2:1]([C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:16]Br>C(Cl)(Cl)(Cl)Cl>[Br:16][CH:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9]

Participants

4

Reactant 2

HCID 99482-PhenylacetophenoneHCID 24408Bromine2×

Product 1

HCID 1026302-Bromo-1,2-diphenylethan-1-oneYield 99.6%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

196 g (1 mole) of phenyl benzyl ketone were suspended in 1 liter of carbon tetrachloride. A solution of 51 ml (1 mole) of bromine in 50 ml of carbon tetrachloride were added dropwise, under irradiation (UV), at a rate such that a steady consumption of bromine took place. The solvent was then distilled off in a water pump vacuum. 274 g (quantitative yield) of ω-bromo-ω-phenyl-acetophenone of melting point 48°-50° C. were obtained.

Workup

  1. distillationThe solvent was then distilled off in a water pump vacuum

Sources & evidence

ORD record
ord-6f8cd1f73b2b4f18a35cad9d1eea0426
Source dataset
uspto-grants-1990_03
Patent number
US04912122

Reaction notes

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