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General experimental procedure: To a mixture of furfural (1, 1 mmol) and morpholine (2mmol, HMim, BF4, IL (1 mL) was added, the reaction mixture was allowed to stir for the appropriate time (Table 2) at room temperature. The progress of the reaction monitored by TLC (Rf=0.5, MeOH:CH2Cl2 in 0.5:9.5, After completion of the reaction water (5 mL) was added and the product was extracted into ethyl acetate 3 × 10 mL, The combined organic extracts were dried over anhydrous sodium sulphate and evaporated under reduced pressure to give crude product, which was purified by silica gel column chromatography eluting with ethyl acetate in hexane to get pure 4, 5-diaminocyclopent-2-enones. The water layer was evaporated to dryness under reduced pressure and the ionic liquid was reused for the next four runs
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2 in 0.5:9.5). After completion of the reaction water (5 mL) was added and the product was extracted into ethyl acetate (3 × 10 mL). The combined organic extracts were dried over anhydrous sodium sulphate and evaporated under reduced pressure to give crude product, which was purified by silica gel column chromatography eluting with ethyl acetate in hexane to get pure 4, 5-diaminocyclopent-2-enones. The water layer was evaporated to dryness under reduced pressure and the ionic liquid was reused for the next four runs.
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Supporting Information is available electronically on the CSJ-Journal Web site, http://www.csj.jp/journals/chem-lett/index.html.
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Supporting Information is available electronically on the CSJ-Journal Web site, http://www.csj.jp/journals/chem-lett/index.html.
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