Rearrangement during halogenation of 2-hydroxy-1,2-diphenylpropan-1-one (α-methylbenzoin)

  • Aitken K
  • Alan Aitken R
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The reaction of 2-hydroxy-1,2-diphenylpropan-1-one 1 with SOCl2or PBr3gives, respectively, the 3-chloro- and 3-bromo-1,2-diphenylpropan-1-ones 4 and 6. The expected 2-chloro- and 2-bromo-1,2-diphenylpropan-1-ones 2 and 5 can, however, be formed by treatment of 1,2-diphenylpropan-1-one 8 with Cl2or Br2/AlCl3. The four halogenated products are characterised by1H and13C NMR spectroscopy for the first time. © 2008 Elsevier Ltd. All rights reserved.

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  • Kati M. Aitken

  • R. Alan Aitken

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