ISSN:
0170-2041
Keywords:
Toxic oil syndrome
;
Aniline
;
Fatty acids, synthesis of
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The synthesis of anilides 2 from several saturated and unsaturated fatty acids 1 required for toxicological studies related to the Spanish Toxic Oil Syndrome is reported. In addition, a simple procedure for the microscale determination of the position of a carbon-carbon double bond of a fatty acid residue is described. This procedure involves epoxidation of the sample with 3,3-dimethyldioxirane followed by oxidative cleavage with periodic acid to yield the corresponding carbonyl derivatives which are easily identifiable by GC-MS analysis. Finally, the synthesis of anilino derivatives 5-8 formally derived from glycerol is also reported. For this purpose, a common precursor, i.e. 3-(phenylamino)propane-1,2-diol (4) is prepared, and convenient procedures for its chemoselective acylation at either the hydroxy or the amino group have been developed.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199319930184
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