反应详情

Potassium t-butoxide (3.15 g) was dissolved in t-butyl alcohol (20 ml) and stirred for 10 minutes at ambient temperature. 6-Hydroxyquinoline (3.0 g) was added, the resulting dark green solution was stirred for 15 minutes, and then ethyl 2-chloro-2-ethoxyacetate (4.22 g, 90% pure) added, followed by a catalytic amount of potassium iodide (0.005 g). The mixture was stirred for 18 hours, poured into water and extracted with chloroform. The organic fraction was washed with brine, water, and dried over magnesium sulphate. The solvent was evaporated to give a brown oil, which was purified by flash chromatography on silica gel, eluting with a gradient of ethyl acetate:hexane (1:2 to 4:1) to give ethyl 2-(6-quinolinyloxy)-2-(ethoxy)acetate as a pale brown oil (3.68 g).

1. stirringthe resulting dark green solution was stirred for 15 minutes
2. stirringThe mixture was stirred for 18 hours
3. extractionextracted with chloroform
4. washThe organic fraction was washed with brine, water
5. dry with materialdried over magnesium sulphate
6. customThe solvent was evaporated
7. customto give a brown oil, which
8. customwas purified by flash chromatography on silica gel
9. washeluting with a gradient of ethyl acetate:hexane (1:2 to 4:1)