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
The reaction between trans-2-alkylaminocycloalkanols and formaldehyde
✍ Scribed by Peter M. R. Barkworth; Trevor A. Crabb
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- English
- Weight
- 455 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0749-1581
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
trans‐2‐Alkylaminocyclohexanols and trans‐2‐alkylaminocycloheptanols condense with formaldehyde to give perhydrocycloalkano[d][1,3]oxazoles, whereas trans‐2‐alkylaminocyclopentanols give rise to perhydrocyclopentano[f][1,3,5]dioxazepines. The two types of ring systems are characterized by differing proton‐proton geminal coupling constants and ^13^C NMR parameters.
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In contrast to the reported reaction between trans-l-aminotetralin-2-01 and formaldehyde, which gives r-6a, c-9a,t-15a,t-18a-5,6,6a,9a,14,15,15a,18a-o~ahy~o-9,18-me~~odinaphtho [ 1,2-d: 1',2'-i] [1,6,3,8]dioxadiazecine, an examination of the 6 4.0-5.0 region of the 'H NMR spectra of the products of