反应详情

Into 160 ml of acetic acid, 10 g (42.5 mmol) of (E) ethyl 2-methyl-3-(2-nitrophenyl)-2-propenate were dissolved. While the solution was stirred, 10.9 g (195.2 mmol) of iron powder (Koso Chem. Co.) and 12 ml of distilled water were added thereto at room temperature; and temperature was raised, so that reflux was carried out for 1 hour at 100° C. After the end point of the reaction was verified by TLC, the reaction liquid was cooled, and acetic acid was evaporated under a reduced pressure. Ethyl acetate was added to the residue, and insoluble matters were filtered out. Thus obtained filtrate was successively washed with water and a saturated aqueous sodium hydrogencarbonate solution. The washed solution was dried for one night with sodium sulfate being added thereto. After sodium sulfate anhydride was filtered out, the filtrate was concentrated under a reduced pressure. The resulting oily product was refined by a silica gel column chromatography (silica gel; developing solvent: ethyl acetate/hexane=1/3), whereby 6.4 g of the aimed compound were obtained as an oily product (yield: 71.5%).

1. customat room temperature
2. temperatureand temperature was raised
3. temperatureso that reflux
4. customthe reaction liquid
5. temperaturewas cooled
6. customacetic acid was evaporated under a reduced pressure
7. additionEthyl acetate was added to the residue, and insoluble matters
8. filtrationwere filtered out
9. washThus obtained filtrate was successively washed with water
10. dry with materialThe washed solution was dried for one night with sodium sulfate being
11. additionadded
12. filtrationAfter sodium sulfate anhydride was filtered out
13. concentrationthe filtrate was concentrated under a reduced pressure