HCID 11011939, compound → HCID 11077426, compound

Participants

Reaction Steps

A solution of (E)-2-acetyl-1,2,3,4,5,6,7,8-octahydro-1-(p-methoxybenzylidene)isoquinoline (2.1 g) in methylene chloride (120 ml) was refluxed under argon for 2 h. The reaction mixture was concentrated to a final volume of 30 ml at 25°/20 mbar and transferred into a 500 ml autoclave, followed by 90 ml of methanol and 50 ml of a methanol solution containing 0.035 mmol of Ru(TFA)2 (BIPHEMP). Hydrogenation at 100°, 60 bar and work-up as described in example 3 afforded 2.08 of (S)-2-acetyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline; [α]D20 =+51.2° (c-1, methanol), optical purity 97.3% e.g., 97.6%.

Provenance & Evidence