72687-65-1Relevant academic research and scientific papers
A note on the synthesis and gas chromatographic-mass spectrometric properties of N-(Trimethylsilyl)-acetates of amphetamine and analogs
Coutts,Jones,Benderly,Mak
, p. 350 - 352 (1979)
Amphetamine, some N-alkyl homologs, and ring-methoxylated analogs were each treated with a slight excess of trimethylsilylketene in dimethoxyethane or carbon tetrachloride. N-(trimethylsilyl)acetate derivatives formed almost quantitatively within a few minutes at room temperature; this was ascertained by nuclear magnetic resonance and infrared studies on the compounds. The N-(trimethylsilyl)acetate derivatives decomposed to varying extents on GC; some were relatively stable with barely detectable decomposition, while others decomposed extensively to the corresponding N-acetates. The N-(trimethylsilyl)acetates were converted quantitatively to the corresponding N-acetates by the action of aqueous hydrochloric acid.
