Synthesis
7-Bromo-3,4-dihydro-2H-1-naphthalenone and 5-bromo-1-tetrahydronaphthalenone were synthesized using 1-tetralone as starting material with reference to the methodology reported by Cornelius, L.A.M. and Combs, D.W. in Synthetic Communications 1994, 24, 2777-2788. The procedure was as follows: the isomers in the reaction mixture were separated by silica gel fast chromatography (using a Biotage Flash 75 system with an elution solvent ratio of 20:1 hexane/methyl tert-butyl ether) to afford 5-bromo-1-tetralone (11.59 g, 51% yield) and 7-bromo-1-tetralone (9.45 g, 42% yield), respectively.
References
[1] Patent: WO2005/95326, 2005, A2. Location in patent: Page/Page column 110-111
[2] Patent: WO2004/94384, 2004, A2. Location in patent: Page 63-64
[3] Patent: WO2004/94413, 2004, A1. Location in patent: Page 63-64
[4] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 1, p. 29 - 35
[5] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 16, p. 4405 - 4409