반응 #83632

반응 방정식

3-ethoxycarbonyl-6,7-difluoro-1-hydroxy-2-oxoquinoline

3-ethoxycarbonyl6,7-difluoro-2-oxoquinoline

phosphorus trichloride

phosphoryl chloride

→

3-ethoxycarbonyl-6,7-difluoro-2-chloroquinoline

수율 88.0%

용매

1,2-dichloroethane

반응 조건

후처리

1. 1
   온도at reflux for 3 hours
2. 2
   workup.WAITleft
3. 3
   기타to separate overnight
4. 4
   세척The organic phase is washed with saturated NaHCO3 solution (100 cm3)
5. 5
   농축concentrated to dryness in order

실험 절차

A mixture of 3-ethoxycarbonyl-6,7-difluoro-1-hydroxy-2-oxoquinoline (25 g at a concentration of 75 mol %, equivalent to 69.65 mmol), 3-ethoxycarbonyl6,7-difluoro-2-oxoquinoline (25 g at a concentration of 5 mol %, equivalent to 4.9 mmol), phosphorus trichloride (59.6 g, equivalent to 433.5 mmol) and phosphoryl chloride (15.05 g, equivalent to 98.05 mmol) in 1,2-dichloroethane (170 cm3) is heated at reflux for 3 hours. After cooling to 0° C., the reaction mixture is poured onto slushed ice (250 g of ice +250 g of water at 0° C.) and left to separate overnight. The organic phase is washed with saturated NaHCO3 solution (100 cm3), followed by water (100 cm3), and then concentrated to dryness in order to obtain 19.8 g of 3-ethoxycarbonyl-6,7-difluoro-2-chloroquinoline of 90% assay (HPLC), equivalent to a yield of 88%.

출처