Reacción #68706

Ecuación de reacción

Potassium Cyanide

methyl 5-bromopentanoate

→

methyl 5-cyanopentanoate

Rendimiento 74.3%

Disolventes

methanol

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture is refluxed overnight
2. 2
   ConcentraciónThe reaction mixture is concentrated to dryness
3. 3
   workup.ADDITIONTo the residue, 100 mL of EtOAc is added
4. 4
   Extracciónto extract the product
5. 5
   LavadoThe organic is washed with water three times
6. 6
   Otrodried
7. 7
   Concentraciónconcentrated

Procedimiento

Potassium Cyanide (4 g, 61.44 mmol) is dissolved in 70 mL water and 200 mL methanol. To the solution 10 g (51.2 mmol) of methyl 5-bromopentanoate is added and the mixture is refluxed overnight. The reaction mixture is concentrated to dryness. To the residue, 100 mL of EtOAc is added to extract the product. The organic is washed with water three times, dried and concentrated to yield 5.37 g (74%) of methyl 5-cyanopentanoate as an oil.

Fuente