The Journal of Organic Chemistry

Unusual reaction of N-hydroxyphthalimido ethers leading to oxygen-nitrogen heterocycles

N Amlaiky, G Leclerc, A Carpy

Index: Amlaiky, Nourdine; Leclerc, Gerard; Carpy, Alain Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 517 - 523

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Citation Number: 16

Abstract

Treatment of epoxy derivative 1, readily available from N-hydroxyphthalimide and epibromohydrin, with an ex-cess of tert-butylamine in MeOH failed to give the ex-pected amino alcohol 3. Instead, compound 4a was formed in excellent yield in a few minutes. The'H NMR spectra of 4a lacked a tert-butyl group but contained a methyl