反应 #42843

反应方程式

ammonium chloride

4,6-dichloro-5-fluoropyrimidine

sodium hydride

2-pentyn-1-ol

→

4-chloro-5-fluoro-6-(2-pentynyloxy)pyrimidine

收率 102.9%

溶剂

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGstirred for 70 minutes
2. 2
   萃取the mixture was extracted with tert-butyl methyl ether three times
3. 3
   洗涤The organic layers were washed with water
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   浓缩concentrated

实验过程

0.58 g of sodium hydride (60% oil suspension) was suspended in 20 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0.88 g of 2-pentyn-1-ol was added dropwise at 0 therein slowly, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 5 ml of tetrahydrofuran solution of 2 g of 4,6-dichloro-5-fluoropyrimidine at 0° C., and stirred for 70 minutes. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.31 g of 4-chloro-5-fluoro-6-(2-pentynyloxy)pyrimidine.

来源