The Journal of Organic Chemistry

Cyclization-rearrangement of alkylstyrenes. 2. Applications to the synthesis of some naphthalene and phenanthrene derivatives

FE Condon, G Mitchell

Index: Condon, Francis E.; Mitchell, George Journal of Organic Chemistry, 1980 , vol. 45, p. 2009 - 2010

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Citation Number: 5

Abstract

1, 5-Dimethylnaphthalene. The alcohol l-(2-methylphenyl)-1-pentanol (1) was prepared in the usual way from freshly distilled 2-methylbenzaldehyde (53.6 g, 0.45 mol) and an ethereal solution of n-butylmagnesium bromide prepared from 14.7 g (0.60 mol) of magnesium arid 95.6 g (0.698 mol) of 1-bromobutane. The yield of alcohol distilling at 119- 132" C (1.8 torr) was 60.3 g (75.5%)[lit! bp 84" C (0.6 torr)]. The alcohol 1 (56.3 g, 0.32 mol ...