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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 3
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Original Articles

Convenient One-Pot Synthesis of 4-Bromo 1,1-Diphenyl Butene 3-One

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Pages 213-215 | Published online: 05 Dec 2006

References

  • Fournier , M. , Fournier , F. and Berthelot , J. 1984 . Bull. Soc. Chim. Belg. , 93 : 157
  • TBABr3 is commercialy available from JANSSEN PHARMACEUTICA
  • Fournier , F. , Berthelot , J. and Basselier , J. J. Tetrahedron , in press
  • Rivett , D. E. A. 1980 . J. Chem. Educ. , 57 : 751
  • The action of bromine (acetic acid or chloroform) on (I) gives a resinous mixture (bromination of methyl methylen and hydroxy of I). (I) is also hydrolized (TsOH) to 1,1 diphenyl-1 buten-3 one, which adds TBABr3 only on the double bond 1. and bromine both on the methyl and on the double bond (yield < 20%)
  • Eluent: petroleum ether 80-ETHER 20; silica gel 254 (Merck)

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