Water → 2-(2-Propylimidazol-1-yl)propan-1-ol

HRID 981524Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 981524
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:10]1[N:11]([CH:15]([CH3:21])[C:16](OCC)=[O:17])[CH:12]=[CH:13][N:14]=1)[CH2:8][CH3:9].O.[OH-].[Na+]>O1CCCC1>[CH2:7]([C:10]1[N:11]([CH:15]([CH3:21])[CH2:16][OH:17])[CH:12]=[CH:13][N:14]=1)[CH2:8][CH3:9]

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 20070368Ethyl-2-(2-propylimidazol-1-yl)propanoateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 200703742-(2-Propylimidazol-1-yl)propan-1-olAusbeute 73,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Lithium aluminum hydride (2.5 g) was suspended in tetrahydrofuran (40 ml). Ethyl 2-(2-propylimidazol-1-yl)propanate [9.2 g] in tetrahydrofuran (40 ml) was added with stirring at 0° C. The reaction was refluxed for 3 hours, cooled to 0° C., water (3 ml) was added dropwise followed by 15% sodium hydroxide (3 ml) and a further portion of water (9 ml). The suspension was filtered through solka-flok and the solvent removed under reduced pressure. Dichloromethane (50 ml) was added, the organic phase washed with brine (25 ml) dried over magnesium sulphate and the solvent removed under reduced pressure yielding the title compound as a white foam 5.4 g (67%).

Aufarbeitung

  1. temperatureThe reaction was refluxed for 3 hours
  2. temperaturecooled to 0° C.
  3. filtrationThe suspension was filtered through solka-flok and the solvent
  4. customremoved under reduced pressure
  5. additionDichloromethane (50 ml) was added
  6. washthe organic phase washed with brine (25 ml)
  7. dry with materialdried over magnesium sulphate
  8. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-69b82512971c44f685a7bca09bba6dcf
Quelldatensatz
uspto-grants-1991_02
Patentnummer
US04992447

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