Magnesium → (R)-3-Methyl-1,2,3,4-tetrahydroisoquinoline

Participants

Reaction Steps

To a solution of 31.15 g (103.15 mmol) of the monotosyl compound obtained in Step B in 500 mL of anhydrous methanol there are added, in portions, 3.92 g (161 mmol) of magnesium turnings. The batch is stirred in the presence of ultrasound for 96 hours. The reaction mixture is then filtered and the solid is washed several times with methanol. The filtrate is then concentrated to dryness. After purification by chromatography over silica gel (dichloromethane/EtOH/NH4OH gradient), the title product is obtained in the form of an oil.

Provenance & Evidence