Reaktion #527669

Reaktionsgleichung

1-[1-(2-Chlorophenyl)cyclobutyl]-6-fluoro-7-hydroxy-2methyl-1,2,3,4-tetrahydroisoquinoline

hydrobromic acid

→

(+)-1-[1-(2-chlorophenyl)cyclobutyl]-6-fluoro-7-hydroxy-2-methyl-1,2,3,4 -tetrahydroisoquinoline hydrobromide

Lösungsmittel

propan-2-ol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared
2. 2
   Wascheneluted with an 80:20 mixture of hexane and ethanol
3. 3
   SonstigeThe residue formed by the removal of the solvent from fraction 1

Vorschrift

1-[1-(2-Chlorophenyl)cyclobutyl]-6-fluoro-7-hydroxy-2methyl-1,2,3,4-tetrahydroisoquinoline (8.0 g liberated from the salt prepared as described in Example 24) was resolved by chiral preparative high performance liquid chromatography on a Chiralcel OD column eluted with an 80:20 mixture of hexane and ethanol. The residue formed by the removal of the solvent from fraction 1 was dissolved in propan-2-ol and treated with 48% aqueous hydrobromic acid to yield (+)-1-[1-(2-chlorophenyl)cyclobutyl]-6-fluoro-7-hydroxy-2-methyl-1,2,3,4 -tetrahydroisoquinoline hydrobromide which had a specific optical rotation αD of +9.64° , m.p. 242°-245° C. (dec). Yield 3.63 g.

Quelle