Prolinamide, D- → 2-(Pyrrolidin-1-ylmethyl)pyrrolidine

HRID 232589

Reaktionsgleichung

Reaktionsgleichung von HRID 232589
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH:7]1[CH2:14][CH2:13][CH2:12][C@@H:8]1[C:9]([NH2:11])=O>O1CCCC1>[N:11]1([CH2:9][CH:8]2[CH2:12][CH2:13][CH2:14][NH:7]2)[CH2:13][CH2:12][CH2:8][CH2:9]1

Komponenten

4

Edukt 2

HCID 447554Prolinamide, D-HCID 21226445Aluminium lithium hydride

Produkt 1

HCID 1428252-(Pyrrolidin-1-ylmethyl)pyrrolidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a suspension of 0.380 gm of lithium aluminum hydride in 15 ml of dry tetrahydrofuran is carefully added a solution of the D-proline amide (prepared in B above) in 10 ml tetrahydrofuran. The mixture is refluxed for 2 hrs then cooled and quenched with 2 ml of 2.5N sodium hydroxide. The mixture is filtered through a pad of sodium sulfate and the filter cake washed with 2×50 ml of ether. The combined filtrates are concentrated in vacuo to yield 0.80 gm of desired 2-(1-pyrrolidinylmethyl) pyrrolidine.

Aufarbeitung

  1. temperatureThe mixture is refluxed for 2 hrs
  2. temperaturethen cooled
  3. customquenched with 2 ml of 2.5N sodium hydroxide
  4. filtrationThe mixture is filtered through a pad of sodium sulfate
  5. washthe filter cake washed with 2×50 ml of ether
  6. concentrationThe combined filtrates are concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4420701b63bc47fd95512d4b562ec96d
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591737

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