反应详情

830 mg (3.8 mmol) of 3-(furan-2-ylmethyl oxy)nitrobenzene was dissolved in 10 mL of ethanol. 1.1 g (19.70 mmol) of iron and 1 mL of 1N hydrochloric acid (1.0 mmol) were added thereto and heated under reflux for 2 hours. After cooling the reaction solution to room temperature, 1.5 mL of 1N sodium hydroxide was added dropwise, and filtration through celite was carried out. The filtrate was condensed, and ethyl acetate and water were added to the filtrate to separate the solution into organic layer and aqueous layer. The organic layer was separated, washed with a saturated sodium chloride solution, and dried over magnesium sulfate. Thereafter, filtration was carried out, and the filtrate was condensed. The resulting crude product was separated and purified using silica gel column chromatography to give 3-(furan-2-ylmethoxy)aniline (yield: 86%).

1. temperatureheated
2. temperatureunder reflux for 2 hours
3. filtrationfiltration through celite
4. customcondensed, and ethyl acetate and water
5. additionwere added to the filtrate
6. customto separate the solution into organic layer and aqueous layer
7. customThe organic layer was separated
8. washwashed with a saturated sodium chloride solution
9. dry with materialdried over magnesium sulfate
10. filtrationThereafter, filtration
11. customcondensed
12. customThe resulting crude product was separated
13. custompurified