Heterocycles p. 1403 - 1414 (1996)
Update date:2022-08-03
Topics:
Lee, Shoei-Sheng
Tung, Kuo-Tung
N-Alkyl quaternary pavine salts were converted into N-alkyl tertiary pavines by refluxing ethanolamine, via a competitive N-dealkylation mechanism. The following N-dealkylation order was observed: benzyl> allyl > Me > Et > nPr ≥. nBu. Further study indicated that N-alkyl- and N-acylpavines could be obtained from N-methyl tertiary pavines in a one-pot reaction (acid anhydride/ allyl bromide or alkyl halide, reflux). This finding provides an alternative method for preparing N-alkyl tertiary pavines .
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Doi:10.1016/S0040-4039(00)75730-3
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(2013)Doi:10.1016/0040-4039(96)01124-0
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(1996)