O-Benzylhydroxylamine → 2-(Benzyloxyaminomethyl)-4-methylpentanoic acid

HRID 849743

Reaktionsgleichung

Reaktionsgleichung von HRID 849743
[CH3:1][CH:2]([CH3:9])[CH2:3][C:4](=[CH2:8])[C:5]([OH:7])=[O:6].[CH2:10]([O:17][NH2:18])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([O:17][NH:18][CH2:8][CH:4]([CH2:3][CH:2]([CH3:9])[CH3:1])[C:5]([OH:7])=[O:6])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

3

Edukt 2

HCID 102313O-BenzylhydroxylamineHCID 1686594-Methyl-2-methylene valeric acid

Produkt 1

HCID 193675172-(Benzyloxyaminomethyl)-4-methylpentanoic acid

Versuchsvorschrift

A solution of 4-methyl-2-methylenepentanoic acid (3.5 g) and O-benzylhydroxylamine were heated at 1200 for 8 h. The reaction mixture was then partitioned between 50 mL of 1.0 N NaOH and 50 mL of diethyl ether. The aqueous portion was separated, acidified to pH 3 with 10% HCl and washed with 50 mL of ether. Ion exchange chromatography (Dowex--50W) eluting with 20% pyridine/water gave 2-(benzyloxyaminomethyl)-4-methylpentanoic acid.

Aufarbeitung

  1. customThe reaction mixture was then partitioned between 50 mL of 1.0 N NaOH and 50 mL of diethyl ether
  2. customThe aqueous portion was separated
  3. washwashed with 50 mL of ether
  4. washIon exchange chromatography (Dowex--50W) eluting with 20% pyridine/water

Quellen und Nachweise

ORD-Eintrag
ord-9abea112611e46cc9a321cea3918af3b
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06013792

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