反应详情

200 mg of N-[(1RS,2RS)-1-methyl-2-(3,4-methylenedioxyphenyl)-3-{5-(phenylcarbamoyl)-2-furyl}propyl]amine prepared in the same manners as in Reference Example 4(1) to (3) by using 3,4-methylenedioxyphenylacetone and 2-(chloromethyl)-5-phenylcarbamoylfuran prepared in Reference Example 5 instead of 4-nitrophenylacetone and ethyl 5-(chloromethyl)-2-furancarboxylate used as the starting materials in Reference Example 4 was dissolved in 3 ml of dimethylformamide, and 88 mg of potassium carbonate was added. 88 mg of methyl bromoacetate was added under cooling with ice, and the resulting solution was stirred at room temperature for 15 hours. The reaction solution was poured into water and extracted with ethyl acetate, and the organic layer was washed with water and saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel thin layer chromatography [Kieselgel™60F254, Art™5717; hexane/ethyl acetate=1/1] to give 159 mg of the title compound as a colorless foamy substance.

1. temperatureunder cooling with ice
2. extractionextracted with ethyl acetate
3. washthe organic layer was washed with water and saturated aqueous sodium chloride
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationThe desiccant was filtered off
6. distillationthe solvent was distilled off under reduced pressure
7. customThe residue was purified by silica gel thin layer chromatography [Kieselgel™60F254, Art™5717; hexane/ethyl acetate=1/1]