反应详情

A suspension of 17.2 g of ethyl 4-hydroxy-3-methoxy-5-nitrophenylglyoxylate in 100 of dry acetonitrile and 100 ml of dry toluene is treated with 10.53 g of sodium iodide and 11.9 g of silicon tetrachloride and heated under reflux for 47 hours. The reaction mixture is then evaporated and the residue is distilled six times with 200 ml of toluene each time. The residue obtained is partitioned between water and ether and filtered through a filter aid of diatomaceous earth. The ethereal phase is washed four times with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. The oily residue is treated three times with ether and active carbon. There is obtained ethyl 3,4-dihydroxy-5-nitrophenylglyoxylate of m.p. 77°-79° (from ether/n-hexane).

1. temperatureheated
2. temperatureunder reflux for 47 hours
3. customThe reaction mixture is then evaporated
4. distillationthe residue is distilled six times with 200 ml of toluene each time
5. customThe residue obtained
6. customis partitioned between water and ether
7. filtrationfiltered through a filter aid of diatomaceous earth
8. washThe ethereal phase is washed four times with saturated sodium chloride solution
9. dry with materialdried over sodium sulfate
10. filtrationfiltered
11. customevaporated
12. additionThe oily residue is treated three times with ether and active carbon