反应详情

7.5 g of 1-bromo-2-methoxybenzene are added dropwise to a suspension of 1.1 g of magnesium in 20 ml of ether containing a few crystals of iodine, the reflux being maintained once it has started. At the end of the addition, the mixture is heated at reflux for 2 hours. A suspension of 4.3 g of 5,6-dichloro-1H-indole-2,3-dione in 20 ml of THF is then added and the resulting mixture is refluxed for 30 minutes. After cooling to RT, the reaction mixture is poured into a water/ice/concentrated HCl mixture and extracted with EtOAc, the organic phase is dried over Na2SO4 and the solvent is evaporated off under vacuum. The residue is triturated in hot iso ether and the precipitate formed is filtered off by suction and washed with ether. 5.2 g of the expected product are obtained, m.p.=245–246° C.

1. temperaturethe reflux being maintained once it
2. additionAt the end of the addition
3. temperaturethe mixture is heated
4. temperatureat reflux for 2 hours
5. additionis then added
6. temperaturethe resulting mixture is refluxed for 30 minutes
7. extractionextracted with EtOAc
8. dry with materialthe organic phase is dried over Na2SO4
9. customthe solvent is evaporated off under vacuum
10. customThe residue is triturated in hot iso ether
11. customthe precipitate formed
12. filtrationis filtered off by suction
13. washwashed with ether