Ammonium formate → HCID 70673729, Verbindung

HRID 341332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 341332
[N+:1]([CH2:4][CH:5]([Si:17]([CH3:20])([CH3:19])[CH3:18])[CH2:6][C:7]([O:9]CC1C=CC=CC=1)=[O:8])([O-])=O.C([O-])=O.[NH4+]>CO.[Pd]>[NH2:1][CH2:4][CH:5]([Si:17]([CH3:18])([CH3:20])[CH3:19])[CH2:6][C:7]([OH:9])=[O:8]

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 70673606HCID 70673606, Verbindung

Produkt 1

HCID 70673729HCID 70673729, VerbindungAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A suspension of benzyl 4-nitro-3-(trimethylsilyl)butanoate (797 mg, 2.70 mmol) and palladium/carbon (10%, 165 mg) in methanol (30 ml) was added with ammonium formate (1.70 g, 27.0 mmol), and the mixture was stirred under an argon atmosphere for 40 hours. The reaction mixture was filtered through Celite, and the Celite layer was washed with methanol. The reaction mixture was concentrated under reduced pressure, and the residue was purified by recrystallization and silica gel chromatography [methanol (10 to 25%)/chloroform] to obtain 4-amino-3-(trimethylsilyl)butanoic acid (406 mg, 86%) mentioned in the title as colorless powder.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Celite
  2. washthe Celite layer was washed with methanol
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue was purified by recrystallization and silica gel chromatography [methanol (10 to 25%)/chloroform]

Quellen und Nachweise

ORD-Eintrag
ord-4da1b9521dad4bc6b35897948c716102
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895769B2

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