โ Scribed by William D. Roll; Gustav E. Cwalina
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The catechol amines are rather insoluble in most organic .solvents and are, furthermore, firmly adsorbed 011 the low-loaded columns used in this work. Epinephrine and levarterenol were, therefore, converted to the triacetyl derivatives by treatment of an aqueous solution with acetic anhydride and sodium bicarbonate ( 16). Gas chromatographic analysis of triacetylepinephrine produced three peaks indicating that decomposition had taken place. This decomposition was probably due to the free alcoholic hydroxyl group which in the flash heater caused alcoholysis and transesterification resulting in a mixture of diacetyl-, triacetyl-, and tetraacetylepinephrine. Similar decomposition reactions have been observed by gas chromatography of acetylated morphine (19). Attempts to acetylate epinephrine completely did not entirely eliminate this problem. However, if the secondary alcohol group of triacetylepinephrine was converted to a trimethylsilyl ether, thse resulting product gave a single, symmetrical peak. L,evarterenol, after acetylation and treatment with hexamethyldisilazane, could be differentiated from epinephrine on the basis of the retention tirne, Table . TABLE II:I.-RETENTION TIMES O F SOME PHENOLIC .%MINES ON FLUOROSILICONE FLUID, QF 1-0065" -~_ _ _ _ _ _ _ ~_ _ _ .
-Retention Time
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