Water → 2-(1-Benzylpyrrolidin-3-yl)acetonitrile

HRID 866

Reaktionsgleichung

Reaktionsgleichung von HRID 866
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13]Cl)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:15]#[N:16].[Na+].O>CS(C)=O>[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:15]#[N:16])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 8929Sodium CyanideHCID 123645181-Benzyl-3-(chloromethyl)pyrrolidine

Produkt 1

HCID 123645192-(1-Benzylpyrrolidin-3-yl)acetonitrileAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

16.8 g (0.08 mole) (3RS)-1-benzyl-3-chloromethyl pyrrolidine and 5.88 g (0.12 mole) of sodium cyanide was dissolved in 250 ml dimethyl sulfoxide. The mixture was stirred at 60° C. for two days and at room temperature for one week. Water was added and the mixture was extracted three times with ethyl acetate. The combined organic layer was washed with brine, dried (Na2SO4), filtered and evaporated to yield 14.7 g (92%) of the product.

Aufarbeitung

  1. extractionthe mixture was extracted three times with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-56818a6d757b4766865fa51ce27de994
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723444

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