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1H NMR spectra and the structure of the products of reaction between trans-1-N-alkylaminotetralin-2-ols, trans-3-N-alkylaminotetralin-2-ols and formaldehyde

✍ Scribed by Trevor A. Crabb; Paul Robinson

Publisher
John Wiley and Sons
Year
1986
Tongue
English
Weight
515 KB
Volume
24
Category
Article
ISSN
0749-1581

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✦ Synopsis

huns-l-N-Alkylaminotetralin-2-ols condense with formaldehyde to form the expected truns-(H3a, H-9b)-Nalkyl-1,2,3a,4,5,9b-hexahydronaphtho[l,2-d][l,3]oxazoles. On allowing solutions of these compounds in deuteriochloroform to stand for several hours a mixture of the original oxazole, together with a huns-(H-tia, H-llb)-N-a~yl-1,2,5a,6,7,llb-hexahydronaphthol[1,2-f1[1,3,5 Jdioxazepine, was produced. This latter system was identified by the 'HNMR signals of the methylene protons situated between the heteroatoms. The reaction between the corresponding truns-3-N-alkylaminotetralii-2-ols gave trans-(H-3a, H-9a)-N-alkyl-2,3,3a,4,9,9a-hexahydronaphtho[2,3-d][1,3]oxazoles, which were stable in deuteriochloroform solution.

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