(S)-mandelic acid → HCID 15838546, compound

Participants

Reaction Steps

To a solution of 35.4 g of (±)-5-amino-2,4,6,7-tetramethyl-2-(4-phenylpiperidinomethyl)-2,3-dihydrobenzo[b]furan in 500 ml of chloroform was added a solution of 14.78 g of (S)--(+)--mandelic acid in 300 ml of methanol, followed by concentration. To the residue was added about 500 ml of ether; the resulting precipitate was collected by filtration and washed with ether. The resulting 35.4 g crude crystal was subjected to the following recrystallizing procedure. Specifically, the crude crystal was dissolved in methanol-acetonitrile (2:1) (1 liter). After the solution was concentrated to about 100 ml volume, about 500 ml of ether was added, and the mixture was kept standing at 20° C. The resulting precipitate was finely milled, then filtered and washed witch ether. The above procedure was repeated in two cycles (first yield 21.96 g) to yield 19.90 g of (S)--(+)-5-amino-2,4,6,7-tetramethyl-2-(4-phenylpiperidinomethyl)-2,3-dihydrobenzo[b]furan (S)--(+)--mandelate.

Provenance & Evidence