Ammonium Chloride → 6-hydroxy-piperidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester

HRID 722726Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 722726
[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][C:7](=[O:11])[N:6]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:4].[NH4+].[Cl-]>C1COCC1>[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][CH:7]([OH:11])[N:6]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[O:4]

Komponenten

4

Edukt 2

HCID 25517Ammonium ChlorideHCID 108487371-(Tert-butyl) 2-methyl 6-oxopiperidine-1,2-dicarboxylate

Produkt 1

HCID 696595626-hydroxy-piperidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

To a solution of 6-oxo-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester, 35, (5.1 g, 19.8 mmol) in THF (100 mL) at −78° C., a 1M solution of LiEt3BH in THF (22.0 mL, 22 mmol) is added. After stirring for 1 hr at −78° C., the solution is cautiously quenched aqueous NH4Cl. The crude product is extracted with EtOAc and the combined EtOAc extracts are washed with brine, dried (MgSO4), and concentrated in vacuo. The desired product is used without further purification.

Aufarbeitung

  1. extractionThe crude product is extracted with EtOAc
  2. washthe combined EtOAc extracts are washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe desired product is used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2c8810679b9849d4aab81ab777d35f17
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138395B2

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