반응 #1095905

반응 방정식

ammonium chloride

4,6-dichloro-5-fluoropyrimidine

sodium hydride

2-pentyn-1-ol

→

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

수율 102.9%

용매

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 70 minutes
2. 2
   추출the mixture was extracted with tert-butyl methyl ether three times
3. 3
   세척The organic layers were washed with water
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   농축concentrated

실험 절차

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° C. 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.

출처