反应详情

To a mixture of ethyl 1,4-dihydro-3,6-dimethyl-4-oxoquinoline-2-carboxylate (4.0 g) and phosphoryl chloride (10 g) was added N,N-dimethylaniline (3.95 g) at ambient temperate and the mixture was stirred for 1 hour. The solvent was removed in vacuo, and the residue was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with water, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by flash chromatography (n-hexane-dichloromethane) to give ethyl 4-chloro-3,6-dimethylquinoline-2-carboxylate (3.17 g) as an oil.

1. customThe solvent was removed in vacuo
2. additionthe residue was poured into ice-water
3. extractionextracted with ethyl acetate
4. washThe organic layer was washed with water, saturated sodium bicarbonate solution and brine
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by flash chromatography (n-hexane-dichloromethane)