反应详情

A solution of the above crude methyl 2-(2-mesyloxyethyl)furan-3-carboxylate, crude 6-phenylhexylamine [prepared by refluxing a solution of 1.79 g (5.81 mmol) of N-(6-phenylhexyl)phthalimide and 0.28 ml (5.8 mmol) of hydrazine monohydrate in 20 ml of ethanol for 1 hour, cooling the reaction mixture to room temperature, then pouring it into aqueous sodium hydroxide, extracting with ethyl acetate 3 times, drying the combined organic layer over anhydrous magnesium sulfate, and distilling off the solvent] and 2.02 ml (11.6 mmol) of N,N-diisopropylethylamine in 50 ml of acetonitrile was refluxed for 3 days. The reaction mixture was poured into water and extracted with ethyl acetate 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1 to 3/1) to yield the desired product.

1. extractionextracting with ethyl acetate 3 times
2. dry with materialdrying the combined organic layer over anhydrous magnesium sulfate
3. temperaturewas refluxed for 3 days
4. extractionextracted with ethyl acetate 3 times
5. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
6. distillationthe solvent was distilled off under reduced pressure
7. customThe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1 to 3/1)