반응 #42842

반응 방정식

ammonium chloride

4,6-dichloro-5-methylpyrimidine

sodium hydride

2-butyn-1-ol

→

4-chloro-6-(2-butynyloxy)-5-methylpyrimidine

수율 91.2%

용매

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 2 hours
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

0.32 g of sodium hydride (60% oil suspension) was suspended in 12 ml of tetrahydrofuran. 2 ml of tetrahydrofuran solution of 0.43 g of 2-butyn-1-ol was added dropwise at room temperature therein slowly, and the mixture was stirred for 20 minutes. Into the mixture was added dropwise 2 ml of tetrahydrofuran solution of 1 g of 4,6-dichloro-5-methylpyrimidine at 0° C. slowly, and stirred for 2 hours. 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 1.1 g of 4-chloro-6-(2-butynyloxy)-5-methylpyrimidine.

출처