Sodium Hydroxide → HCID 22842353, compound

Participants

Reaction Steps

To a solution of 4.5 g (0.15 mol) of (R)-α-methylbenzyl-(S)-3-aminoquinuclidine dihydrochloride in 10 ml of water and 5 ml of methanol was added 2.4 g (0.03 mol) of 50% NaOH. This solution was stirred for five minutes and then extracted with toluene (2×20 ml). The toluene extracts were combined, washed with 40 ml of water and dried with magnesium sulfate. The solvent was then removed under vacuum to yield 3.1 g (0.13 mol) (90%) of (R)-α-methylbenzyl-(S)-3-aminoquinuclidine as the free base. This oil is dissolved in 10 ml of toluene, and used as is in the subsequent coupling reaction.

Provenance & Evidence