Aluminium lithium hydride → (1H-Pyrrolo[2,3-b]pyridin-5-yl)methanol

HRID 269488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 269488
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[CH:13]=[CH:12][NH:11][C:8]2=[N:9][CH:10]=1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH:11]1[C:8]2=[N:9][CH:10]=[C:5]([CH2:3][OH:2])[CH:6]=[C:7]2[CH:13]=[CH:12]1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 22832049methyl 1H-pyrrolo[2,3-b]pyridine-5-carboxylate

Produkt 1

HCID 22832050(1H-Pyrrolo[2,3-b]pyridin-5-yl)methanolAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester (75 mg, 0.394 mmol) in THF at 0 C was added lithium aluminum hydride (45 mg, 1.18 mmol) and the reaction mixture was slowly allowed to warm to ambient temperature. The reaction was refluxed for 12 hr, allowed to cool and quenched with water. Extraction with ethyl acetate, washed with brine, dried (Na2SO4) to afford (1H-Pyrrolo[2,3-b]pyridin-5-yl)-methanol (57 mg, 98% yield).

Aufarbeitung

  1. temperatureThe reaction was refluxed for 12 hr
  2. temperatureto cool
  3. customquenched with water
  4. extractionExtraction with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried (Na2SO4)

Quellen und Nachweise

ORD-Eintrag
ord-970f12e663a64fd8a5d51b42c818c26c
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446199B2

Notizen zur Reaktion

Wird geladen…