Reaktion #63606

Reaktionsgleichung

1,1'-(4-chlorobutylidene)bis[4-fluorobenzene]

hexahydro-3,3-dimethylimidazo[1,5-a]pyrazin-1(5H)-one

sodium carbonate

potassium iodide

→

7-[4,4-bis(4-fluorophenyl)butyl]hexahydro-3,3-dimethylimidazo[1,5-a]pyrazin-1(5H)-one

Lösungsmittel

water

4-methyl-2-pentanone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 8 hours
2. 2
   TemperaturAfter cooling overnight to room temperature
3. 3
   Filtrationthe reaction mixture was filtered
4. 4
   SonstigeThe filtrate was evaporated
5. 5
   SonstigeThe residue was purified by column-chromatography over silica gel using
6. 6
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
7. 7
   SonstigeThe pure fractions were collected
8. 8
   Sonstigethe eluent was evaporated
9. 9
   SonstigeThe residue was triturated in 2,2'-oxybispropane
10. 10
    FiltrationThe product was filtered off
11. 11
    Sonstigedried

Vorschrift

A mixture of 169.8 parts of 1,1'-(4-chlorobutylidene)bis[4-fluorobenzene], 93.5 parts of hexahydro-3,3-dimethylimidazo[1,5-a]pyrazin-1(5H)-one, 128.3 parts of sodium carbonate, 0.1 parts of potassium iodide and 1200 parts of 4-methyl-2-pentanone was stirred and refluxed for 8 hours using a water-separator. After cooling overnight to room temperature, the reaction mixture was filtered. The filtrate was evaporated. The residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was triturated in 2,2'-oxybispropane. The product was filtered off and dried, yielding 108 parts of 7-[4,4-bis(4-fluorophenyl)butyl]hexahydro-3,3-dimethylimidazo[1,5-a]pyrazin-1(5H)-one; mp. 148.4° C. (intermediate 90).

Quelle