Health & Environmental Research Online (HERO)


Print Feedback Export to File
7529191 
Journal Article 
Studies in catalytic dehydrogenation: Part X - Syntheses of alkylsubstituted spirol[4,6]undecanes and dehydrogenation of 1-ethyl-8,9-benzospiro[4,6]undecane 
Lahiri, S; Pal, P; Chatterjee, G; Maity, B; Sen, PK 
1998 
1 
Indian Journal of Chemistry. Section B
ISSN: 0376-4699
EISSN: 0975-0983 
37 
8 
768-773 
English 
WOS:000077152100009 
Acylation of benzene with 2-alkylsubstituted cyclopentan-l,l-diacetic anhydrides gives the keto acids (2, R = Me, Et, Prn, Pri) which are converted into the desired alkylsubstituted spiro[4,6]undecanes 5 by Paar hydrogenation followed by cyclisation and Wolff-Kishner reduction. Catalytic dehydrogenation of l-ethyl-8,9-benzospiro[4,6]undecane 5b with Pd-C gives a complex mixture of products from which a few major products like naphthalene, 2-methylnaphthalene, l-ethylnaphthalene, 1,2-dimethylnaphthalene, 1,4,6-trimethylnaphthalene, anthracene and l-methylanthracene are identified by comparative GC-mass spectra. A plausible explanation of the formation of these products is suggested.