The preparation of higher fatty acids with an odd number of carbon atoms by the Arndt‐Eistert synthesis
作者:
J. Links,
M. S. De Groot,
期刊:
Recueil des Travaux Chimiques des Pays‐Bas
(WILEY Available online 1953)
卷期:
Volume 72,
issue 1
页码: 57-61
ISSN:0165-0513
年代: 1953
DOI:10.1002/recl.19530720107
出版商: WILEY‐VCH Verlag
数据来源: WILEY
摘要:
Abstract1Pentadecanoic, heptadecanoic and nonadecanoic acid were prepared from respectively myristic, palmitic, and stearic acid by the Arndt‐Eistert synthesis. The use of the Wilds and Meader variation for the rearrangement of the alkyldiazoketones, involving heating at 180° C with octanol‐2 or benzyl alcohol and γ‐collidine, gave fairly pure fatty acids. The reaction proceeded fast, and good yields were obtained. The advantage over the conventional Ag2O‐methanol method was especially marked in the case of nonadecanoic acid.2A chromatographic procedure, using silicagel as an adsorbent, petroleum ether as a solvent, and petroleum ether plus 25% ether as an eluent, was developed. This allowed a further purification of the products to pure fa
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