反应详情

A mixture of 4.2 g of 1-(4-chlorobenzyl)piperazine, 1.4 g of malonyl dichloride, 10 g of methylene chloride and 2.0 g of triethylamine was stirred for 60 hours. The reaction mixture was made basic with 2N sodium hydroxide. The organic layer was separated, and the aqueous phase was extracted with three 50 ml portions of ether, followed by three 50 ml portions of methylene chloride. The organic phases were combined and mixed with 100 ml of 2N hydrochloric acid. The aqueous phase was separated and made basic with 2N sodium hydroxide solution. The resulting oil was collected and chromatographed on silica, the eluant being CH2Cl2 /CH2OH/ammonium hydroxide (200:5:1). The appropriate fractions were combined, evaporated to an oil, dissolved in 100 ml of ether and precipitated with excess anhydrous hydrogen chloride. The precipitate was recrystallized from reagent ethanol to yield 1.3 g (22% of theory) of 1,3-bis[4-(4 -chlorobenzyl)-1-piperazinyl]-1,3-dioxopropane dihydrochloride monohydrate as a very slightly yellow crystalline solid (m.p. 199°-206° C.).

1. customThe organic layer was separated
2. extractionthe aqueous phase was extracted with three 50 ml portions of ether
3. additionmixed with 100 ml of 2N hydrochloric acid
4. customThe aqueous phase was separated
5. customThe resulting oil was collected
6. customchromatographed on silica
7. customevaporated to an oil
8. dissolutiondissolved in 100 ml of ether
9. customprecipitated with excess anhydrous hydrogen chloride
10. customThe precipitate was recrystallized from reagent ethanol