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Potassium Carbonate → 6-(Hydroxymethyl)-3-methylpyridine-2-carbonitrile

HRID 2356633
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2356633
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([C:19]#[N:20])[N:13]=1)(=O)C>CO>[OH:10][CH2:11][C:12]1[N:13]=[C:14]([C:19]#[N:20])[C:15]([CH3:18])=[CH:16][CH:17]=1
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Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 68457380(6-Cyano-5-methyl-2-pyridinyl)methyl acetate

Produkt 1

HCID 573366546-(Hydroxymethyl)-3-methylpyridine-2-carbonitrileAusbeute 80,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Potassium carbonate (82 mg) was added to a solution of (6-cyano-5-methyl-2-pyridinyl)methyl acetate (3.62 g) in methanol (25 ml) and the mixture stirred under argon at ambient temperature for 2 hours. It was concentrated in vacuo to ca. ¼ volume and water (50 ml) added. The mixture was neutralized with 5% acetic acid (1.5 ml) and extracted with dichloromethane (50 ml then 2×25 ml). The combined extracts were washed with brine (25 ml), dried (MgSO4) and concentrated in vacuo. The residue was recrystallised from ether:hexane to afford the title compound (2.26 g, 80%) as a pale buff solid.

Aufarbeitung

  1. concentrationIt was concentrated in vacuo to ca. ¼ volume and water (50 ml)
  2. additionadded
  3. extractionextracted with dichloromethane (50 ml
  4. washThe combined extracts were washed with brine (25 ml)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customThe residue was recrystallised from ether

Quellen und Nachweise

ORD-Eintrag
ord-7c9d407ef1f14dfd88a1061dbfac36d0
Quelldatensatz
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07759369B2

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