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Reductive and oxidative synthesis of saturated and unsaturated fatty aldehydes
- Source :
- Journal of Lipid Research, Vol 13, Iss 1, Pp 23-26 (1972)
- Publication Year :
- 1972
- Publisher :
- Elsevier, 1972.
-
Abstract
- Saturated and unsaturated fatty aldehydes were synthesized 99+% pure with yields of up to 80% by the reduction of 1-acylaziridines with lithium aluminum hydride, and in yields of up to 87% by oxidation of the corresponding alcohol with 1-chlorobenzotriazole. It was found for the reduction that optimum aldehyde yield was obtained with a mole ratio of reactants, consisting of acid chloride–ethylenimine–triethylamine–LiAlH4, equal to 1:2:2:2. Optimum conditions for alcohol oxidation were found to be a mole ratio of oxidant to alcohol of 1:1.3 with refluxing for 45 min in methylene chloride containing 25% pyridine. Methods for the purification of the final product are also described. Purity criteria were thin-layer and gas–liquid chromatography and infrared and nuclear magnetic resonance spectroscopy.
Details
- Language :
- English
- ISSN :
- 00222275
- Volume :
- 13
- Issue :
- 1
- Database :
- Directory of Open Access Journals
- Journal :
- Journal of Lipid Research
- Publication Type :
- Academic Journal
- Accession number :
- edsdoj.0e8b98bf8ade4480a4d92c877ebd12d9
- Document Type :
- article
- Full Text :
- https://doi.org/10.1016/S0022-2275(20)39431-1