Reaktion #1697991

ord-cc709351b80741968cac6d1424410cb3

Reaktionsgleichung

[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminium hydride
O
water
[Na+].[OH-]
NaOH
O
water
N#CCC1CCN(Cc2ccccc2)C1
(3RS)-1-benzyl-3-cyanomethyl pyrrolidine
→
NCCC1CCN(Cc2ccccc2)C1
product
Ausbeute 99.0%
NCCC1CCN(Cc2ccccc2)C1
(3RS)-1-benzyl-3-aminoethyl pyrrolidine
Ausbeute 99.0%

Edukte

[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminium hydride
O
water
[Na+].[OH-]
NaOH
O
water
N#CCC1CCN(Cc2ccccc2)C1
(3RS)-1-benzyl-3-cyanomethyl pyrrolidine

Reagenzien

Keine

Lösungsmittel

CCOCC
diethyl ether
CCOCC
diethyl ether

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TrocknenThe slurry was dried from excess of water with Na2SO4/cellite
  2. 2
    Filtrationfiltered by suction
  3. 3
    Sonstigeevaporated

Vorschrift

14.7 g (0.0734 mole) (3RS)-1-benzyl-3-cyanomethyl pyrrolidine dissolved in 220 ml diethyl ether was slowly added to a slurry of 2.94 g of lithium aluminium hydride in 74 ml diethyl ether under an argon atmosphere. The mixture was stirred over night, and 6 ml water, 18 ml 3.75 M NaOH-solution and 6 ml water was added to the mixture. The slurry was dried from excess of water with Na2SO4/cellite, filtered by suction and evaporated to yield 14.84 g (99%) of the product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06984627B1uspto-grants-2006_01