反应详情

To a mixture of cesium carbonate (1.39 g), palladium(II) acetate (34.1 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (142 mg) in toluene (3.1 ml) was successively added ethyl 4-(piperazin-1-yl)benzoate (0.85 g) and a solution of 5-bromo-2-(7-methoxyheptyloxy)-1,3-dimethylbenzene (1.00 g) in toluene (3 ml) in a stream of nitrogen. The mixture was stirred at ambient temperature for 30 minutes and refluxed for a further 20 hours. After cooling, the reaction mixture was concentrated in vacuo and to the residue was added water and methylene chloride. The organic layer was separated, washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting successively with the following solvent: (1) n-hexane, (2) n-hexane;ethyl acetate=9:1, (3) n-hexane:ethyl acetate=5:1. The fractions containing the object compound were concentrated in vacuo to give ethyl 4-[4-[4-(7-methoxyheptyloxy)-3,5-dimethylphenyl]piperazin-1-yl]benzoate (0.53 g) as a pale yellow solid.

1. temperaturerefluxed for a further 20 hours
2. temperatureAfter cooling
3. concentrationthe reaction mixture was concentrated in vacuo and to the residue
4. additionwas added water and methylene chloride
5. customThe organic layer was separated
6. washwashed with saturated aqueous sodium chloride solution
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customThe residue was purified by silica gel column chromatography
11. washeluting successively with the following solvent
12. additionThe fractions containing the object compound
13. concentrationwere concentrated in vacuo