P. Gitu, A. Yusuf, B. Bhatt
1998
Citations
0
Influential Citations
3
Citations
Journal
Bulletin of The Chemical Society of Ethiopia
Abstract
A study was carried out to convert 1-tetralone and some of its derivatives to the amines by Leuckart reaction. In this reaction, the ketones (1) 1-cetralone, (2) 5-methoxy-1 -tetra1 one, (3) 6-methoxy-l-tetralone, (4) 7-methoxy-1-tetralone and (5) 5,7-dimethyl-l-tetralone were converted to the formyl derivatives. These formamides namely, (la) 1,2,3,4-tetrahydro-l-naphthvl, (2a) 5-methoxy-1, 2,3,4-tetrahydro-1-naphthy1, (3a) 6-methoxy1,2,3,4-tetrahydro-1-naphthy1, (4a) 7-methoxy-1,2,3, 4-tetrahydro-l-naphthyl and (5a) 5,7-dimethy11,2,3,4-tetrahvdro-l-n3phthyl formamides were then hydrolyzed to their corresponding amines:(lb) 1-aminotetralin , (2b) 1-amino-5-methoxytetra1in, (3b) 1-amino-G-methoxytetralin, (4) l-.omino-7-methoxytetralin, and (5b) l-amino-5,7-dimethyltetral This was carried out by both acidic (concentrated hydrochloric acid) and basic (1C% aqueous NaOH) conditions. The former gave yields ranging from 0% to 75%, while the latter gave yields ranging from 90% to 97%. Acid hydrolysis of 3a and 4a gave black-gummy compounds and no amines were obtained. This showed that hydrolysis of formyl derivatives under basic conditions gave better results and is recommended.