Morpholine → HCID 59555451, Verbindung

HRID 1668509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1668509
[C:1]([C:3]1[N:8]=[C:7]([CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=1)#[CH:2].[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>C(O)C>[N:11]1([CH2:2][CH2:1][C:3]2[N:8]=[C:7]([CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 56972612(6-Ethynylpyridin-2-yl)methanol

Produkt 1

HCID 59555451HCID 59555451, VerbindungAusbeute 22,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

(6-Ethynylpyridin-2-yl)methanol (320 mg) and morpholine (1 g) were dissolved in 3 mL of ethanol, and the solution was heated to reflux under argon atmosphere for 24 hours. After allowing the reaction to cool, the ethanol was removed under reduced pressure, and the residue was basified with aqueous sodium hydroxide, and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was removed. The residue was purified by chromatography on silica gel (chloroform-methanol-aqueous ammonia=200:10:1) to give 122 mg of [6-(2-morpholin-4-ylethyl)pyridin-2-yl]methanol as a yellow oil.

Aufarbeitung

  1. temperaturethe solution was heated
  2. temperatureto reflux under argon atmosphere for 24 hours
  3. customthe reaction
  4. temperatureto cool
  5. customthe ethanol was removed under reduced pressure
  6. extractionextracted with chloroform
  7. washThe organic layer was washed with brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe solvent was removed
  10. customThe residue was purified by chromatography on silica gel (chloroform-methanol-aqueous ammonia=200:10:1)

Quellen und Nachweise

ORD-Eintrag
ord-332fb978bda4453a8acf2fd2bf8ac14b
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989446B2

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