Reaktion #2314

Reaktionsgleichung

Ethyl 4-bromoacetylphenoxyacetate

1-(4-pyridyl)piperazine

→

title compound

Ethyl 4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]-phenoxyacetate

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeovernight at ambient temperature when the precipitated solid was removed by filtration
2. 2
   SonstigeThe filtrate was evaporated in vacuo
3. 3
   Sonstigethe solid residue triturated with water
4. 4
   Filtrationfiltered
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried
7. 7
   SonstigeRecrystallisation from a small volume of ethanol

Vorschrift

Ethyl 4-bromoacetylphenoxyacetate (6.0 g) was added to a stirred, cooled (4° C.) solution of 1-(4-pyridyl)piperazine (6.5 g) in acetonitrile (225 ml). Stirring was continued for 1 hour at 4° C., then overnight at ambient temperature when the precipitated solid was removed by filtration. The filtrate was evaporated in vacuo and the solid residue triturated with water, filtered, then washed with water and dried. Recrystallisation from a small volume of ethanol gave the title compound, 1.71 g, as a cream coloured solid: m.p. 113°-114° C.; NMR (d6DMSO) δ 8.15 (2H, d), 7.98 (2H, d), 7.02 (2H, d), 6.80 (2H, d), 4.89 (2H, d), 4.17 (2H, q), 3.84 (2H, s), 3.32 (4H, t), 2.62 (4H, t), 1.22 (3H, t); m/e 384 (M+H)+ ; calculated for C21H25 N3O4 : C, 65.8; H, 6.6; N, 11.0. found: C, 65.5; H, 6.6; N, 10.8%.

Quelle