Method for producing (+)-exo-6-phenyl-3-azabicyclo-[3.2.0]heptanes

US6328855A · kind A · utility

Assignee

• BASF SE

Inventors

• Norbert Bischof · Simmerath, DE
• Ernst Buschmann · Ludwigshafen, DE
• Michael Henningsen · Bischofswerda, DE
• Georg Arnold Krei · Altrip, DE
• Rainer Munschauer · Shrewsbury, US
• Thomas Pfeiffer · Kumhausen, DE
• Gerd Steiner · Tauberbischofsheim, DE
• Wolfgang Viergutz · Ludwigshafen, DE

Key dates

• Filing date: Apr 11, 2001
• Grant date: Dec 11, 2001
• Expiry date: Apr 11, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D209/52
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for preparing (+)-exo-6-phenyl-3-azabicyclo[3.2.0]heptanes of the formula I ##STR1## where R is hydrogen, chlorine, bromine, fluorine or methoxy, which comprises photocyclizing a bisallylammonium salt of the formula II ##STR2## where R has the meanings given above and X.sup.- is an anion, in an inert solvent in a glass apparatus with addition of sensitizer and precipitating using (-)-ditoluoyltartaric acid the desired (+)-exo-isomer I as ditoluoyltartrate from the resulting mixture, with or without recrystallization of this tartrate from an alcohol/water mixture.