Diethyl Ether → 1-(6-Methylpyridin-2-yl)ethanol

HRID 911432

Reaktionsgleichung

Reaktionsgleichung von HRID 911432
[CH3:1][C:2]1[N:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][CH:3]=1.[CH3:10][Mg]Br.CCOCC>C1COCC1>[OH:9][CH:8]([C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1)[CH3:10]

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 3531381-(6-Methylpyridin-2-yl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To 6-methylpyridine-2-carboxaldehyde (2.0 g, 16.5 mmol) in dry THF (55 mL) at 0° C. under nitrogen, add a solution of 3M methyl magnesium bromide in ether (6.0 mL, 18.0 mmol) dropwise with stirring. After 1 h at 0° C., quench with saturated aqueous NH4Cl, extract three times with EtOAc, dry over anhydrous Na2SO4 and concentrate in vacuo to give the desired intermediate (crude, 2.3 g).

Aufarbeitung

  1. customquench with saturated aqueous NH4Cl
  2. extractionextract three times with EtOAc
  3. dry with materialdry over anhydrous Na2SO4
  4. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e4e089cff6174624942de9363c4cc38b
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022062B2

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