Methanol → HCID 11077426, compound

Participants

Reaction Steps

In a glove box (<1 ppm oxygen), a 500 ml steel autoclave was charged with 2-acetyl-1-(p-methoxybenzyl)-2,3,4,6,7,8-hexahydroisoquinoline (2.43 g, 8.17 mmol) (prepared according to example 2) 40 ml of methanol, 28 ml of methylene chloride and 100 ml of a methanol solution containing 0.082 mmol of Ru(TFA)2 (BIPHEMP) as catalyst. The hydrogenation was carried out at 100° and 60 bar for 20 h. The solution was concentrated to give an oil, which was dissolved in 300 ml of diethyl ether. To removed the catalyst the ether solution was passed through a short pad of silica gel. Concentration of the filters afforded 2.4 g of (S)-2-acetyl-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline as a colorless oil; e.e. 94.3%.

Provenance & Evidence