反应详情

温度

100 °C

17 g of 5-(3,4-dimethoxyphenyl)-pyrazolin-3-one were dissolved in 200 ml of dimethylformamide. 11 g of potassium carbonate were added to the solution and the reaction mixture was heated at 100° C. under a nitrogen atmosphere for 0.5 hours. A solution of 21 g of 3-[N-(2-(3,4-di-methoxyphenyl)-ethyl)-N-methylamino]-propylchloride in 150 ml of dimethylformamide was then added dropwise. After 2 hours the salts which formed were filtered out, the filtrate was evaporated to dryness, and the residue was dissolved in ethyl acetate. The solution was subsequently washed with 7% strength aqueous sodium hydroxide solution in order to remove unreacted 5-(3,4-dimethoxyphenyl)-pyrazolin-3-one, dried with sodium sulfate and evaporated to dryness. The residue which remained was 35 g of oily crude product. This product was purified by chromatography over finely particulate silica gel under slightly elevated pressure (flash chromatography) using tert-butyl methyl ether/methanol 10:1 as eluent. 22.3 g of the title compound were obtained as an oil. IR spectrum of the base (as film): 1513 cm-1, 1260 cm-1, 1236 cm-1.

1. customAfter 2 hours the salts which formed
2. filtrationwere filtered out
3. customthe filtrate was evaporated to dryness
4. dissolutionthe residue was dissolved in ethyl acetate
5. washThe solution was subsequently washed with 7% strength aqueous sodium hydroxide solution in order
6. customto remove unreacted 5-(3,4-dimethoxyphenyl)-pyrazolin-3-one
7. dry with materialdried with sodium sulfate
8. customevaporated to dryness
9. customThis product was purified by chromatography over finely particulate silica gel under slightly elevated pressure (flash chromatography)