Réaction #2303

Équation de réaction

4-(piperazin-1-yl)anisole

4-chloropyridine hydrochloride

ammonia

→

4-[4-(4-pyridyl)-piperazin-1-yl]anisole

Rendement 31.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Températureheated at 160°-170° C. (bath temperature) for 7 minutes
2. 2
   AutreThe solid obtained
3. 3
   Températureon cooling
4. 4
   ExtractionThe solid precipitate was extracted into ethyl acetate
5. 5
   Extractionthe organic extract
6. 6
   Lavagewashed with water
7. 7
   Filtrationfiltered through phase
8. 8
   Autreseparating paper (Whatman 1PS)
9. 9
   Autreevaporated
10. 10
    AutreThe residue was recrystallised from ethanol

Mode opératoire

4-(piperazin-1-yl)anisole (4.24 g) and 4-chloropyridine hydrochloride (3.35 g) were intimately mixed and heated at 160°-170° C. (bath temperature) for 7 minutes. The solid obtained on cooling was dissolved in water (75 ml) and the solution basified with aqueous ammonia. The solid precipitate was extracted into ethyl acetate and the organic extract washed with water, filtered through phase separating paper (Whatman 1PS) and evaporated. The residue was recrystallised from ethanol to give 4-[4-(4-pyridyl)-piperazin-1-yl]anisole (1.84 g) as a solid: m.p. 165°-167° C.; NMR (CDCl3) δ8.3(2H,d); 6.86(4H,m); 6.71(2H,d); 3.78(3H,s); 3.46(4H,m); 3.2(4H,m).

Source