Reaktion #962

ord-56818a6d757b4766865fa51ce27de994

Reaktionsgleichung

ClCC1CCN(Cc2ccccc2)C1
(3RS)-1-benzyl-3-chloromethyl pyrrolidine
[C-]#N.[Na+]
sodium cyanide
O
Water
N#CCC1CCN(Cc2ccccc2)C1
product
Ausbeute 92.0%
N#CCC1CCN(Cc2ccccc2)C1
(3RS)-1-benzyl-3-cyanomethyl pyrrolidine
Ausbeute 92.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
60°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionthe mixture was extracted three times with ethyl acetate
  2. 2
    WaschenThe combined organic layer was washed with brine
  3. 3
    Trocknendried (Na2SO4)
  4. 4
    Filtrationfiltered
  5. 5
    Sonstigeevaporated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723444uspto-grants-1998_03