反応 #4372

反応方程式

sodium carbonate

ethyl vinyl ether

1-chlorobutan-2,3-dione-2-oxime

→

title compound

収率 98.0%

1-[5,6-Dihydro-6-ethoxy-1,2(4H)-oxazin-3-yl]ethanone

収率 98.0%

反応条件

後処理

1. 1
   その他A 1000 ml three-neck flask equipped with a mechanical stirrer, a reflux condenser, and a nitrogen inlet adapter
2. 2
   温度was heat
3. 3
   その他dried
4. 4
   workup.ADDITIONcharged with nitrogen
5. 5
   その他was at room temperature
6. 6
   ろ過The reaction mixture was filtered
7. 7
   洗浄the solid cake rinsed with diethyl ether
8. 8
   その他the combined filtrate and rinses were evaporated under reduced pressure (bath temperature maintained at <40° C.)

実験手順

A 1000 ml three-neck flask equipped with a mechanical stirrer, a reflux condenser, and a nitrogen inlet adapter was heat dried and charged with nitrogen. When the flask was at room temperature, it was loaded in order: 39.5 g (0.37 mole) of anhydrous sodium carbonate; (with stirring) 132 g (1.83 mole) of ethyl vinyl ether; and (portionwise over a period of 7 minutes) 10.0 g (0.074 mole) of 1-chlorobutan-2,3-dione-2-oxime [Oglobin et al., J. Gen. Chem. U.S.S.R. 34, 2710 (1964)]. Stirring was continued for 21 hours. The reaction mixture was filtered, the solid cake rinsed with diethyl ether, and the combined filtrate and rinses were evaporated under reduced pressure (bath temperature maintained at <40° C.). There was obtained 12.4 g (98%) of the title compound as an oil; nmr spectroscopy indicated it to be essentially 100% pure. This procedure is essentially that described by T. L. Gilchrist, G. M. Iskander and A. K. Yagoub (J. Chem. Soc., Chem. Commun. 1981, 696-698).

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