Potassium Cyanide → Methyl 5-cyanopentanoate

HRID 40428

Reaktionsgleichung

Reaktionsgleichung von HRID 40428
[C-:1]#[N:2].[K+].Br[CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10]>O.CO>[C:1]([CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])#[N:2]

Komponenten

5

Edukt 2

HCID 9032Potassium CyanideHCID 79557Methyl 5-bromovalerate

Produkt 1

HCID 554130Methyl 5-cyanopentanoateAusbeute 74,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-6793678113e5437799565c1d49dd7856
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08529882B2

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