Aluminium lithium hydride → HCID 54438845, compound

Participants

Reaction Conditions

Reaction Steps

A solution of trans-4-benzyl-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinolin-7-carboxylic acid methyl ester (1.9 g, 5.67 mmol) in 50 mL of dry diethyl ether was cooled to 0° C. Solid lithium aluminum hydride (1.5 g, 39.5 mmol) was then added in small portions. The mixture was stirred for 1 hour at 0° C. The reaction was then terminated by the addition of water (1 mL), 15% sodium hydroxide solution (1 mL) and finally water (3 mL). The resulting mixture was filtered through a pad of Celite, dried (magnesium sulfate) and evaporated to dryness. The residue was chromatographed on a silica column with methanol:dichloromethane (1:19 (v/v)) as eluant. The solvents from the collected fractions containing pure 48 were evaporated yielding 1.5 g (86%) as an oil.

Provenance & Evidence