Water → {4-[2-(Pyrrolidin-1-yl)ethyl]-1H-pyrrol-2-yl}methanol

HRID 44263Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 44263
[N:1]1([CH2:6][CH2:7][C:8]2[CH:9]=[C:10]([C:13](OCC)=[O:14])[NH:11][CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].O>C1COCC1>[N:1]1([CH2:6][CH2:7][C:8]2[CH:9]=[C:10]([CH2:13][OH:14])[NH:11][CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 66636407Ethyl 4-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrole-2-carboxylate

Produkt 1

HCID 66636497{4-[2-(Pyrrolidin-1-yl)ethyl]-1H-pyrrol-2-yl}methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of the product obtained in Step H (0.2 g) in THF (10 ml) at 0° C. there is added, in portions, lithium aluminium hydride. After stirring for 3 hours at ambient temperature, the reaction mixture is hydrolysed at 0° C. with aq. NaOH solution and water. After filtration, the filtrate is evaporated to dryness and the residue obtained is purified on silica gel (SiO2: gradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH) to yield the title product, which is used directly in the next Step.

Aufarbeitung

  1. filtrationAfter filtration
  2. customthe filtrate is evaporated to dryness
  3. customthe residue obtained
  4. customis purified on silica gel (SiO2
  5. additiongradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-1f25ad390679412e8aeeafc74b74ab3c
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541412B2

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