24740-59-8Relevant academic research and scientific papers
Dehydrogenation of 6-Alkylbenzocycloheptanes
Sen, P. K.,Lahiri, Sikha,Das, Tapan K.
, p. 821 - 824 (2007/10/02)
Acylation of benzene with α-alkylglutaric anhydrides gives separable isomeric mixtures of α-alkyl-γ-benzoylbutanoic acids (2; R1 = alkyl; R2 = H) and γ-alkyl-γ-benzoylbutanoic acids (2; R1 = H; R2 = alkyl).These acids (2) are converted into the title compounds (5) by the usual Wolff-Kishner reduction followed by polyphosphoric acid cyclization and Clemmensen reduction.Contrary to an earlier report , compounds (5) (R = Me, Et, n-Pr and n-Bu) on dehydrogenation with Pd-C give predominantly 1-methylnaphthalene together with small amounts of naphthalene, 1-alkylnaphthalene and 5-alkyl-1-methylnaphthalene.
