反応 #4999

反応方程式

potassium carbonate

methyl 2-[(4,6-dimethoxypyrimidin-2-yl)thio]-6-acetylbenzoate

methoxyamine hydrochloride

water

→

aimed compound

収率 60.0%

methyl 2-[(4,6-dimethoxypyrimidin-2-yl)thio]-6-[1-(N-methoxyimino)ethyl]benzoate

収率 60.0%

溶媒

methanol

反応条件

後処理

1. 1
   温度the resultant liquor was heat-refluxed for 3 hours
2. 2
   その他an oily product thus precipitated
3. 3
   抽出was extracted with ethyl acetate
4. 4
   洗浄The ethyl acetate layer was washed with water
5. 5
   その他was dried
6. 6
   workup.DISTILLATIONto distill off ethyl acetate under reduced pressure
7. 7
   その他The residue thus obtained
8. 8
   その他was purified by chromatography

実験手順

1.0 g of methyl 2-[(4,6-dimethoxypyrimidin-2-yl)thio]-6-acetylbenzoate and 0.5 g of methoxyamine hydrochloride were dissolved in 6 ml of methanol, and the resultant solution was refluxed for 15 minutes. After cooling the mixed liquor to room temperature, 0.8 g of potassium carbonate was added to this liquor and the resultant liquor was heat-refluxed for 3 hours. The reaction liquor was poured into a large amount of water, and an oily product thus precipitated was extracted with ethyl acetate. The ethyl acetate layer was washed with water, and was dried to distill off ethyl acetate under reduced pressure. The residue thus obtained was purified by chromatography to obtain 0.65 g of the aimed compound (refractive index=1.5709) at a yield of 59%.

出典