Reacción #94447

Ecuación de reacción

1-phenyl-2-(2-piperidinylidene)-1,3-butanedione

sodium

acetic acid

→

2-(2-piperidinylidene)-acetophenone

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture is then refluxed for 40 minutes
2. 2
   TemperaturaAfter cooling
3. 3
   Filtraciónfiltered off from the sodium acetate
4. 4
   ConcentraciónThe filtrate is concentrated in the rotary evaporator
5. 5
   workup.DISSOLUTIONthe residue is dissolved in methylene chloride
6. 6
   ExtracciónThe solution is repeatedly extracted with water
7. 7
   Secadothe organic phase is dried over sodium sulphate
8. 8
   Otrothe solvent is evaporated off in the rotary evaporator
9. 9
   OtroThe oily residue is crystallised from ether/hexane

Procedimiento

12.15 g (0.05 mole) of 1-phenyl-2-(2-piperidinylidene)-1,3-butanedione are introduced into a prepared solution of 3.5 g of sodium in 120 ml of ethanol. The reaction mixture is then refluxed for 40 minutes. After cooling, it is neutralised with glacial acetic acid, and filtered off from the sodium acetate. The filtrate is concentrated in the rotary evaporator, and the residue is dissolved in methylene chloride. The solution is repeatedly extracted with water; the organic phase is dried over sodium sulphate, and the solvent is evaporated off in the rotary evaporator. The oily residue is crystallised from ether/hexane to yield 2-(2-piperidinylidene)-acetophenone, m.p. 59°-60°.

Fuente