反応 #63559

反応方程式

hydroxylamine hydrochloride

4-(4-phenoxyphenyl)-2-butanone

→

4-(4-phenoxyphenyl)-2-butanone oxime

溶媒

water

sodium hydroxide

ethanol

反応条件

後処理

1. 1
   温度Subsequently, the mixture is heated for 1.5 hours
2. 2
   温度at reflux temperature
3. 3
   workup.DISTILLATIONThe ethanol is distilled off in a water jet vacuum
4. 4
   抽出the residue is extracted repeatedly with ether
5. 5
   洗浄The combined ethereal phases are washed repeatedly with water
6. 6
   乾燥dried over sodium sulfate
7. 7
   workup.DISTILLATIONthe ther is distilled off entirely
8. 8
   その他The crude oxime is chromatographed over silica gel (eluant
9. 9
   workup.ADDITIONa 1:1 mixture of diethyl ether and n-hexane)
10. 10
    その他The resultant 4-(4-phenoxyphenyl)-2-butanone oxime melts at 80°-82° C. after recrystallisation
11. 11
    workup.ADDITIONin a mixture of diethyl ether and n-hexane

実験手順

Over about 30 minutes, a freshly prepared solution of 15.3 g (0.22 mole) of hydroxylamine hydrochloride in 100 ml of water and 200 ml of 1N sodium hydroxide solution is added dropwise at room temperature to a solution of 48 g (0.2 mole) of 4-(4-phenoxyphenyl)-2-butanone*) in 500 ml of ethanol. Subsequently, the mixture is heated for 1.5 hours at reflux temperature and then stirred for 16 hours at room temperature. The ethanol is distilled off in a water jet vacuum and the residue is extracted repeatedly with ether. The combined ethereal phases are washed repeatedly with water and dried over sodium sulfate and the ther is distilled off entirely. The crude oxime is chromatographed over silica gel (eluant: a 1:1 mixture of diethyl ether and n-hexane). The resultant 4-(4-phenoxyphenyl)-2-butanone oxime melts at 80°-82° C. after recrystallisation in a mixture of diethyl ether and n-hexane.

出典