Synthetic studies in the diterpene series. Part IX. Synthesis of 1,2,3,4-tetrahydro-1,1,5,7-tetramethyl-6-(3-methylpentyl)naphthalene (Ruzicka's hydrocarbon)

Nasipuri, Dhanonjoy ; Dalal, Ila De ; Roy, Dibyendu N. (1973) Synthetic studies in the diterpene series. Part IX. Synthesis of 1,2,3,4-tetrahydro-1,1,5,7-tetramethyl-6-(3-methylpentyl)naphthalene (Ruzicka's hydrocarbon) Journal of the Chemical Society, Perkin Transactions 1 . pp. 1754-1757. ISSN 0300-922X

Full text not available from this repository.

Official URL: http://www.rsc.org/publishing/journals/P1/article....

Related URL: http://dx.doi.org/10.1039/P19730001754

Abstract

1,2,3,4-Tetrahydro-1,1,5,7-tetramethyl-6-(3-methylpentyl)naphthalene (III) has been synthesised from 1,2,3,4-tetrahydro-1,1,5,7-tetramethylnaphthalene (IV) by Friedel-Crafts acylation with 3-methylpentanoyl chloride followed by reduction, and its identity with Ruzicka's hydrocarbon (acid-catalysed dehydration product of sclareol) has been confirmed by i.r. and n.m.r. spectroscopy. An independent synthesis of the derived α-ketone (VI) from a substituted Hagemann's ester is also reported.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:27185
Deposited On:10 Dec 2010 12:59
Last Modified:04 Mar 2011 05:16

Repository Staff Only: item control page