Water → (2-Methylpyridin-4-yl)methanol

HRID 279612

Reaktionsgleichung

Reaktionsgleichung von HRID 279612
[CH3:1][C:2]1[CH:7]=[C:6]([C:8](OC)=[O:9])[CH:5]=[CH:4][N:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[OH:9][CH2:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 11542811Methyl 2-methylisonicotinateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 9942144(2-Methylpyridin-4-yl)methanolAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

A solution of methyl 2-methyl-pyridine-4-carboxylate (800 mg, 6 mmol) in ether (5 ml) was added to lithium aluminium hydride (340 mg, 9mmol) in ether (10 ml) cooled to 5° C. and the mixture stirred for 2 hours. Water was added, the mixture was filtered through diatomaceous earth and the pad was washed through with ethyl acetate. The filtrate was extracted with ethyl acetate and the combined extracts were washed with brine, dried (MgSO4) and the solvent removed by evaporation to give 4-hydroxymethyl-2-methylpyridine (240 mg, 38%) as a yellow oil.

Aufarbeitung

  1. filtrationthe mixture was filtered through diatomaceous earth
  2. washthe pad was washed through with ethyl acetate
  3. extractionThe filtrate was extracted with ethyl acetate
  4. washthe combined extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-b0a10f74ee6e4ac7b5572d06957e5e55
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362336B1

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