반응 #59898

반응 방정식

((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol

sodium hydride

4-chloro-2,3-dimethylpyridine 1-oxide

→

title compound

수율 136.0%

4-(((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-2,3-dimethylpyridine 1-oxide

수율 136.0%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   온도After cooled to room temperature
3. 3
   농축the reaction mixture was concentrated under reduced pressure
4. 4
   기타The residue was purified by silica gel column chromatography (NH silica gel, elution solvent: ethyl acetate/methanol)

실험 절차

To a dimethylsulfoxide (48 ml) solution of the ((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methanol (4.87 g, 39.7 mmol), sodium hydride, in oil (1.73 g, 39.6 mmol as the content was regarded as 55%) was added at room temperature. To the mixture, 4-chloro-2,3-dimethylpyridine 1-oxide (4.8 g, 30.5 mmol) was added, the mixture was stirred at 60° C. for 2 hours. After cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH silica gel, elution solvent: ethyl acetate/methanol) to obtain the title compound (10.5 g, yield: 136%) as a yellow oil.

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