South African Journal of Chemistry
On-line version ISSN 1996-840X
JASOURI, S.; KHALAFY, J.; BADALI, M. and PILTAN, M.. Selective bromination of 4-chloro-1-indanone and synthesis of (4-chloro-2, 3-dihydro-1H-indene-2-yl)methanamine. S.Afr.j.chem. (Online) [online]. 2010, vol.63, pp. 83-87. ISSN 1996-840X.
The synthesis of 4-chloro-1-indanone in four steps from 2-chlorobenzaldehyde was investigated. Bromination of this compound under various conditions occurred in the cyclopentanone ring, producing mono- and dibromo derivatives. Cyanation of 2-bromo-4-chloro-1-indanone followed by reduction gave (4-chloro-2, 3-dihydro-1H-indene-2-yl)methanamine in quantitative yield.
Keywords : Indanone; bromination; cyanation; reduction; GABAB receptors.