Sodium borohydride → 4-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)-pentan-1-ol

HRID 353777Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 353777
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]([CH3:19])([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[N:10]=[CH:9]1)[CH3:7].[BH4-].[Na+]>C(O)C>[CH3:19][C:6]([N:8]1[CH:12]=[C:11]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)[N:10]=[CH:9]1)([CH3:7])[CH2:5][CH2:4][CH2:3][OH:2]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 207376634-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)pentanoic acid methyl ester

Produkt 1

HCID 235114074-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)-pentan-1-olAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 4-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)pentanoic acid methyl ester (1 eq) in ethanol was added sodium borohydride (4 eq) at room temperature. The reaction mixture was heated in a 50° C. oil bath for 60 minutes and then quenched by addition of H2O. Once the reaction solvent was removed in vacuo, a solution of the residue in dichloromethane was washed with NaCl(sat), dried over sodium sulfate, filtered and concentrated to give 4-Methyl-4-(4-pyridin-3-yl-imidazol-1-yl)-pentan-1-ol (68%). MH+(246).

Aufarbeitung

  1. customquenched by addition of H2O
  2. customOnce the reaction solvent was removed in vacuo
  3. washa solution of the residue in dichloromethane was washed with NaCl(sat)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-da984e0f24ee446daf973c45296d46cb
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06756359B2

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