von Braun amide degradation

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The von Braun amide degradation is the chemical reaction of a monosubstituted amide with phosphorus pentachloride or thionyl chloride to give a nitrile and an organohalide.[1] It is named after Julius Jacob von Braun, who first reported the reaction.[2][3]

The von Braun amide degradation

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References[]

  1. ^ Hans von Pechmann (1900). "Ueber die Spaltung des Benzenylmethylimidchlorids". Berichte der deutschen chemischen Gesellschaft. 33 (1): 611–612. doi:10.1002/cber.19000330199.
  2. ^ von Braun, J. (1904). "Ueber 1.5-Dibrompentan". Berichte der deutschen chemischen Gesellschaft. 37 (3): 3210–3213. doi:10.1002/cber.190403703118.
  3. ^ B. A. Phillips, G. Fodor, J. Gal, F. Letourneau and J. J. Ryan (1973). "Mechanism of the von Braun amide degradations with carbonyl bromide or phosphorus pentabromide". Tetrahedron. 29 (21): 3309–3327. doi:10.1016/S0040-4020(01)93483-0.CS1 maint: multiple names: authors list (link)
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