Reaktion #42771

Reaktionsgleichung

7,8-Diamino-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one

2,2-difluoropropionic acid

hydrochloric acid

n-hexane diethyl ether

→

7-(4-Chlorophenyl)-2-(1,1-difluoroethyl)-8-isopropyl-3H-chromeno[7,8-d]imidazol-6-one

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is cooled to room temperature
2. 2
   Extraktionextracted with ethyl acetate (3×30 ml)
3. 3
   Waschenwashed with saturated sodium bicarbonate solution (2×40 ml) and saturated brine (40 ml)
4. 4
   TrocknenThe organic layer is dried (MgSO4)
5. 5
   workup.ADDITIONtreated with decolourising charcoal (50 mg)
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give a colourless solid
9. 9
   Filtrationfiltered
10. 10
    Sonstigeto give a cream-coloured powder

Vorschrift

7,8-Diamino-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one (168 mg, 0.511 mmol) is dissolved in 2,2-difluoropropionic acid (562 mg), dilute hydrochloric acid (2M, 0.1 ml) is added, and the mixture is heated at 110° C. for 4 h. The reaction mixture is cooled to room temperature, diluted with water (10 ml) and extracted with ethyl acetate (3×30 ml). The ethyl acetate extracts are combined and washed with saturated sodium bicarbonate solution (2×40 ml) and saturated brine (40 ml). The organic layer is dried (MgSO4), treated with decolourising charcoal (50 mg), filtered and evaporated to give a colourless solid. This is sonicated with n-hexane/diethyl ether and filtered to give a cream-coloured powder.

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