Ammonium Chloride → tert-Butyl 4-hydroxy-3,3-dimethylpiperidine-1-carboxylate

HRID 644175

Reaktionsgleichung

Reaktionsgleichung von HRID 644175
[C:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[C:10]([CH3:16])([CH3:15])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[BH4-].[Na+].[Cl-].[NH4+]>CO>[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[C:10]([CH3:16])([CH3:15])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 22278899tert-Butyl 3,3-dimethyl-4-oxopiperidine-1-carboxylate

Produkt 1

HCID 53393265tert-Butyl 4-hydroxy-3,3-dimethylpiperidine-1-carboxylateAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirring solution of 1-Boc-3,3-dimethylpiperidin-4-one (0.48 g, 2.1 mmol) in methanol (20 mL) at 0° C., was added sodium borohydride (0.096 g, 2.5 mmol). After 1 h, satd aq ammonium chloride (1 mL) was added and the solution was concentrated in vacuo. The residue was flushed through a pad of silica gel, eluting with ethyl acetate and the filtrate was concentrated in vacuo to give 0.46 g (96%) of a clear colorless oil.

Aufarbeitung

  1. additionwas added
  2. concentrationthe solution was concentrated in vacuo
  3. customThe residue was flushed through a pad of silica gel
  4. washeluting with ethyl acetate
  5. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ba77462b0e6e43a2ab986ef289811f3d
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700628B2

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