Hofmann degradation of 5α-cholestan-4α- and 5α-cholestan-4β-yltrimethylammonium salts
Journal of the Chemical Society B: Physical Organic Pub Date: DOI: 10.1039/J29700000318
Abstract
Alkaline degradation of 5α-cholestan-4α-yltrimethylammonium iodide gives mainly 5α-cholestan-4α-yldimethyl-amine with a little cholest-3-ene, while the 4β-isomer gives cholest-4-ene. The unstable 4β-iodide also readily yields cholest-4-ene in boiling neutral alcohol. The mechanism of these and previously studied degradations with related quaternary salts is discussed.
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Journal Name：Journal of the Chemical Society B: Physical Organic
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CAS no.: 89640-58-4
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