Hydrochloric Acid → HCID 69744790, compound

Participants

Reaction Steps

A solution of 18 gm (71 mMol) racemic cis-3-methyl-4-(5-fluorobenzofur-7-yl)piperidine in 200 mL 2-butanone was treated with 14 gm (71 mMol) of a mixture of (S)-p-methyl- and (S)-p-bromomandelic acids. The recovered salt was collected by filtration. The salt and mother liquors were combined and concentrated under reduced pressure. The residue was dissolved in 750 mL 2-butanone at reflux and then allowed to stand at room temperature for 3 hours. The recovered salt was recrystallized from 325 mL 2-butanone to provide 8 gm of 99% e.e. material. This salt was converted to the corresponding hydrochloride essentially as described in EXAMPLE 31 to provide (−)-cis-3-methyl-4-(5-fluorobenzofur-7-yl)piperidine hydrochloride.

Provenance & Evidence