反应 #83632

反应方程式

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

收率 88.0%

溶剂

1,2-dichloroethane

反应条件

后处理

1. 1
   温度at reflux for 3 hours
2. 2
   workup.WAITleft
3. 3
   其他to separate overnight
4. 4
   洗涤The organic phase is washed with saturated NaHCO3 solution (100 cm3)
5. 5
   浓缩concentrated to dryness in order

实验过程

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%.

来源