Sodium borohydride → HCID 23080595, compound

Participants

Reaction Steps

Boron trifluoride-diethyl ether complex (1.17 ml) was added to a solution of (3-bromophenyl)(1-methylazulen-2-yl) methanone (0.5 g) in diglyme-ether (ratio: 1:1, 2.0 ml) at 0° C. and the mixture was stirred for 20 minutes. Then, sodium borohydride (0.68 g) was added to the reaction mixture and the mixture was stirred at room temperature for one hour. The reaction mixture was added to ice-cooled water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (n-hexane-ether) to obtain 1-(3-bromobenzyl)-3-methylazulene (0.21 g).

Provenance & Evidence