Реакция #215165

Уравнение реакции

ethyl acetoacetate

potassium chloride

sodium nitrite

→

ethyl (Z)-2-(hydroxyimino)-3-oxobutyrate

Выход 86.5%

Растворители

acetic acid

water

water

Условия реакции

Обработка

1. 1
   Температураwas maintained below 10° C
2. 2
   workup.STIRRINGStirring
3. 3
   Температураcooling
4. 4
   workup.STIRRINGThe resulting mixture was stirred for one hour
5. 5
   ДругоеThe lower oily phase was separated
6. 6
   Экстракцияthe aqueous phase was extracted with diethyl ether
7. 7
   Промывкаwashed successively with water and saturated brine
8. 8
   Другоеdried
9. 9
   Другоеevaporated
10. 10
    Промывкаwas washed with petrol
11. 11
    Сушкаdried in vacuo over potassium hydroxide

Методика

To a stirred and ice-cooled solution of ethyl acetoacetate (292 g) in glacial acetic acid (296 ml) was added a solution of sodium nitrite (180 g) in water (400 ml) at such a rate that the reaction temperature was maintained below 10° C. Stirring and cooling were continued for about 30 min., when a solution of potassium chloride (160 g) in water (800 ml) was added. The resulting mixture was stirred for one hour. The lower oily phase was separated and the aqueous phase was extracted with diethyl ether. The extract was combined with the oil, washed successively with water and saturated brine, dried, and evaporated. The residual oil, which solidified on standing, was washed with petrol and dried in vacuo over potassium hydroxide, giving ethyl (Z)-2-(hydroxyimino)-3-oxobutyrate (309 g).

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