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

被引:7
作者
Aitken, Kati M. [1 ]
Aitken, R. Alan [1 ]
机构
[1] Univ St Andrews, EaStCHEM Sch Chem, St Andrews KY16 9ST, Fife, Scotland
关键词
D O I
10.1016/j.tet.2008.03.043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-hydroxy-1,2-diphenylpropan-1-one 1 with SOCl2 or PBr3 gives, 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 Cl-2 or Br-2/AlCl3. The four halogenated products are characterised by H-1 and C-13 NMR spectroscopy for the first time. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5217 / 5220
页数:4
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