HMB_synthesis_historical.svg


Summary

Description
English: Synthetic routes to β-hydroxy β-methylbutyric acid .

The first reported chemical syntheses of HMB were: the oxidation of 2-methylpent-4-en-2-ol with chromic acid (H 2 CrO 4 ) in 1877 by the Russian chemists Michael and Alexander Zaytsev; [1] the oxidative cleavage of 4-methylpentane-1,2,4-triol with potassium permanganate (KMnO 4 ) in 1880 and 1889 by Schirokoff and Reformatsky, respectively; [2] [3] and, the oxidation with permanganate of 3-methylbutane-1,3-diol in 1892 by Kondakow. [4]

References
  1. The earliest citation for the synthesis of β-hydroxy β-methylbutyric acid in the Reaxys chemical database as of September 2016 is:
    (1877). "Synthese des Allyldimethylcarbinols". Justus Liebig's Annalen der Chemie 185 (2–3): 151–169. DOI : 10.1002/jlac.18771850204 .
  2. (January 1881). "Ueber die β-Dipropyl- und β-Diäthyläthylenmilchsäure und über die Oxydation des Allyldimethylcarbinols und Diallylcarbinols mit übermangansaurem Kalium". Journal für Praktische Chemie 23 (1): 196–208. DOI : 10.1002/prac.18810230115 .
  3. ( 30 October 1889 ). "Synthese einiger Glycerine mittelst unterchloriger Säure". Journal für Praktische Chemie 40 (1): 396–419. DOI : 10.1002/prac.18890400137 .
  4. (1892). "On the action of mineral acids on dimethylallyls". Zhurnal Russkago Fiziko-Khimicheskago Obshchestva (Journal of the Russian Physico-Chemical Society) 1 : 508–513. abstracted by Grosset (1893). "Ueber die Einwirkung von Mineralsauren auk Dimethylallen". Berichte der Deutschen Chemischen Gesellschaft 26 (4): 96. DOI : 10.1002/cber.18930260412 .
Date
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Author Boghog

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6 November 2016