反応 #627082

反応方程式

ethyl 2,4-dichloropyrimidine

sodium thiomethoxide

→

desired intermediate 10

収率 53.6%

2-chloro-4-(methylthio)pyrimidine

収率 53.6%

溶媒

ethyl acetate

tetrahydrofurane

反応条件

後処理

1. 1
   その他a reaction with LC-MS or thin layer chromatography (TLC)
2. 2
   洗浄washed with brine (×2)
3. 3
   乾燥The collected organic layer was dried over anhydrous sodium sulfate
4. 4
   濃縮concentrated in vacuo
5. 5
   ろ過collected by filtration

実験手順

To a solution of ethyl 2,4-dichloropyrimidine (20.0 g, 0.13 mol) in 150 mL of anhydrous tetrahydrofurane was added sodium thiomethoxide (49.30 mL, 0.15 mol) at −10° C. The reaction mixture was allowed to warm up to room temperature and then stirred for 5 hours with monitoring a reaction with LC-MS or thin layer chromatography (TLC). The reaction mixture was diluted with ethyl acetate and washed with brine (×2). The collected organic layer was dried over anhydrous sodium sulfate and then concentrated in vacuo. The resulting solid was slurrified with diethyl ether and then collected by filtration to afford the desired intermediate 10 as a white solid (11.2 g, 52%)

出典