Reaktion #63624

Reaktionsgleichung

5-chloro-1,1-diphenyl-2-pentanone

3-(aminocarbonyl)-N-(2,6-dichlorophenyl)-1-piperazineacetamide

→

3-(aminocarbonyl)-N-(2,6-dichlorophenyl)-4-(4-oxo-5,5-diphenylpentyl)-1-piperazineacetamide monohydrate

Ausbeute 3.7%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeevaporated
2. 2
   ExtraktionThe product was extracted twice with dichloromethane
3. 3
   WaschenThe combined extracts were washed with water
4. 4
   Sonstigedried
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe residue was purified twice by column-chromatography over silica gel using
8. 8
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
9. 9
   SonstigeThe pure fractions were collected
10. 10
    Sonstigethe eluent was evaporated
11. 11
    workup.WAITto stand for 10 days
12. 12
    FiltrationThe product was filtered off
13. 13
    Sonstigedried at the air

Vorschrift

A mixture of 4.45 parts of 5-chloro-1,1-diphenyl-2-pentanone, 9.94 parts of 3-(aminocarbonyl)-N-(2,6-dichlorophenyl)-1-piperazineacetamide and 90 parts of N,N-dimethylformamide was stirred for 48 hours at 60° C. and evaporated. The residue was taken up in water and alkalized with ammonia. The product was extracted twice with dichloromethane. The combined extracts were washed with water, dried, filtered and evaporated. The residue was purified twice 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 taken up in 2,2'-oxybispropane and allowed to stand for 10 days. The product was filtered off and dried at the air, yielding 0.32 parts (3.7%) of 3-(aminocarbonyl)-N-(2,6-dichlorophenyl)-4-(4-oxo-5,5-diphenylpentyl)-1-piperazineacetamide monohydrate; mp. 91.6° C. (compound 171).

Quelle