Pinner Reaction

Pinner Reaction

05 June, 2017 / by / in Reactions
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Overall Score4
  • Generality
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  • Criteria #4
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  • General Characteristics

The treatment of nitriles with HCl-anhydrous alcohol generates imidate salts, which can be converted into amidines and orthoesters using amines and alcohols, respectively. The aqueous treatment of imidate salts gives esters.

  • General References

  • Pinner, A.; Klein, F. Ber. 1877, 10, 1889. doi:10.1002/cber.187701002154
  • Pinner, A.; Klein, F. Ber. 1878, 11, 4, 1475. doi:10.1002/cber.18780110258
  • Pinner, A.; Klein, F. Ber. 1883, 16, 352, 1643. doi:10.1002/cber.18830160235
  • Roger, R.; Neilson, D. Chem. Rev. 1961, 61, 179. doi:10.1021/cr60210a003
  • Zil’berman, E. N. ; Russ. Chem. Rev. 1962, 31, 615.
  • Compagnon, P. L.; Moeque, M. Ann. Chim. (Paris) 1970, 5, 23.
  • Decroix, B. et al. J. Chem. Res. 1978, 134

  • Reaction Mechanism

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