Sodium borohydride → 1-[3-(1H-Benzoimidazol-2-yl)-4-chloro-phenyl]-piperidin-4-ol

HRID 2047381

Reaktionsgleichung

Reaktionsgleichung von HRID 2047381
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:11]=[C:12]([N:17]2[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]2)[CH:13]=[CH:14][C:15]=1[Cl:16].[BH4-].[Na+]>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:11]=[C:12]([N:17]2[CH2:22][CH2:21][CH:20]([OH:23])[CH2:19][CH2:18]2)[CH:13]=[CH:14][C:15]=1[Cl:16]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 595682431-[3-(1H-benzo[d]imidazol-2-yl)-4-chlorophenyl]piperidin-4-one

Produkt 1

HCID 595683691-[3-(1H-Benzoimidazol-2-yl)-4-chloro-phenyl]-piperidin-4-olAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of 1-[3-(1H-benzoimidazol-2-yl)-4-chloro-phenyl]-piperidin-4-one (0.05 g, 0.17 mmol) in methanol (50 mL) was added sodium borohydride (NaBH4) (0.01 g, 0.17 mmol) and the resulting mixture was stirred for 1 h at room temperature and then quenched with few drops of water. The solvent was removed under reduced pressure, the crude dissolved in EtOAc (5 mL) and filtered, then the organic phase was evaporated under reduced pressure to afford 0.02 g (36%) of the title compound.

Aufarbeitung

  1. customquenched with few drops of water
  2. customThe solvent was removed under reduced pressure
  3. dissolutionthe crude dissolved in EtOAc (5 mL)
  4. filtrationfiltered
  5. customthe organic phase was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b68508f9a2104c64b457a0df3cd08835
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08592463B2

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