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Preparation and etherification reaction of fatty dichlorocyclopropanes
Author(s) -
Kenney H. E.,
Komanowsky Daria,
Cook Linda L.,
Wrigley A. N.
Publication year - 1964
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02661913
Subject(s) - ether , chemistry , organic chemistry , dichlorocarbene , fatty acid methyl ester , ring (chemistry) , medicinal chemistry , catalysis , biodiesel
Dichlorocarbene was added to cis ‐9‐octadecene, methyl oleate, methyl elaidate, and methyl linoleate to form the corresponding mono‐ or bis‐dichlorocyclopropanes in yields of 75舑88%. The dichlorocyclopropanes underwent ring‐opening substitution on heating with alcohols (or water) to form ॆ‐chlorallylic ethers (or alcohols). The ethers were obtained in yields of 46 to 84%. Tetraethylene glycol and methyl lactate, as hydroxyl compounds, gave a polyethenoxy ester and an ether‐linked diester, respectively.