Nasipuri, Dhanonjoy ; Samaddar, Ashis K. ; Datta , Ila (1979) Polycyclic systems. Part 19. Synthesis of 8-isobutyl-10-methyl-11H-indeno[2,1-a]phenanthrene (second diels hydrocarbon), a minor dehydrogenation product of cholesterol Journal of the Chemical Society, Perkin Transactions 1 . pp. 3034-3036. ISSN 0300-922X
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Official URL: http://www.rsc.org/publishing/journals/article.asp...
Related URL: http://dx.doi.org/10.1039/P19790003034
Abstract
The structure of the second Diels hydrocarbon, a dehydrogenation product of cholesterol, has been confirmed as 8-isobutyl-10-methyl-11H-indeno[2,1-a]phenanthren(1) by an unambiguous synthesis. 4-Isobutyl-2-methyl-1-bromobenzene (5) prepared from m-acetotoluidide was converted by a series of standard reactions into 2,4-dimethyl-6-isobutylindan-1-one (10) which on condensation with 2-(1-naphthyl)ethylmagnesium bromide followed by cyclisation and dehydrogenation afforded the desired hydrocarbon (1), identical with the second Diels hydrocarbon in all respects.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 27186 |
| Deposited On: | 10 Dec 2010 12:59 |
| Last Modified: | 04 Mar 2011 04:44 |
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