4-Bromopyridine-3-carbaldehyde → 1-(4-Bromo-pyridin-3-yl)-2-methyl-propan-1-ol

HRID 2242112Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242112
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH:8]=[O:9].[CH:10]([Mg]Br)([CH3:12])[CH3:11]>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH:8]([OH:9])[CH:10]([CH3:12])[CH3:11]

Komponenten

4

Edukt 2

HCID 111167404-Bromopyridine-3-carbaldehydeHCID 178418365HCID 178418365, Verbindung

Produkt 1

HCID 592051921-(4-Bromo-pyridin-3-yl)-2-methyl-propan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of 4-bromo-pyridine-3-carbaldehyde (400 mg, 2.15 mmol) in THF (10 mL) at −78° C. was added dropwise 1.0 M isopropyl-magnesium bromide solution in THF (3.23 mL). After 15 min, the reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate, then purification by flash chromatography eluted with 50% ethyl acetate in hexane to yield 1-(4-bromo-pyridin-3-yl)-2-methyl-propan-1-ol as slight yellow crystals.

Aufarbeitung

  1. customthe reaction was quenched with saturated ammonium chloride solution
  2. extractionextracted with ethyl acetate
  3. custompurification by flash chromatography
  4. washeluted with 50% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-9a5e3638f81b4b72be227abaf57ad1da
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671065B2

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