Potassium Cyanide → Methyl 5-cyanopentanoate

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.

1. temperaturethe mixture is refluxed overnight
2. concentrationThe reaction mixture is concentrated to dryness
3. additionTo the residue, 100 mL of EtOAc is added
4. extractionto extract the product
5. washThe organic is washed with water three times
6. customdried
7. concentrationconcentrated

ORD record

ord-1b8890dafda348389a075e1b117b04a4

Source dataset

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08252923B2