反应详情

In a 5-liter three-necked round-bottomed flask was placed 0.9 l of 5% aqueous acetic acid and 157 g (2.8 moles) of iron. To the resulting well-stirred mixture was added 166.6 g (0.7 moles) of the previously prepared methyl 3-methoxyiminomethyl-4-nitrobenzoate dissolved in 0.9 l of ethyl acetate followed by dropwise addition of 0.9 l of acetic acid while keeping the temperature below 35° C. The resulting mixture was stirred at 35° C. for 30 minutes and filtered through diatomaceous earth. The filtrate was poured into 5 l of water. The aqueous phase was separated and washed with ethyl ether (2×500 mL). The combined organic layers were washed sequentially with water (4×500 mL), saturated aqueous sodium bicarbonate (2×500 mL), water (2×500 mL), and brine (1×400 mL). The organic layer was dried over anhydrous magnesium sulfate and the solvent removed using a rotary evaporator yielding 130 g of the expected methyl 4-amino-3-methoxyiminomethylbenzoate.

1. customIn a 5-liter three-necked round-bottomed flask was placed
2. customthe temperature below 35° C
3. stirringThe resulting mixture was stirred at 35° C. for 30 minutes
4. filtrationfiltered through diatomaceous earth
5. additionThe filtrate was poured into 5 l of water
6. customThe aqueous phase was separated
7. washwashed with ethyl ether (2×500 mL)
8. washThe combined organic layers were washed sequentially with water (4×500 mL), saturated aqueous sodium bicarbonate (2×500 mL), water (2×500 mL), and brine (1×400 mL)
9. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
10. customthe solvent removed
11. customa rotary evaporator