Sodium Hydroxide → 2-Azido-2-methoxyacetic acid

HRID 1658004Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1658004
[OH-].[Na+].[N:3]([CH:6]([O:11][CH3:12])[C:7]([O:9]C)=[O:8])=[N+:4]=[N-:5]>CO>[N:3]([CH:6]([O:11][CH3:12])[C:7]([OH:9])=[O:8])=[N+:4]=[N-:5]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 20357785Methyl 2-azido-2-methoxyacetate

Produkt 1

HCID 215299592-Azido-2-methoxyacetic acidAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Aqueous sodium hydroxide (30 ml. of a 2.5 N solution) is added dropwise over 15 minutes to a stirring solution of methyl 2-azido-2-methoxyacetate (10.40 g., 72 mmole) in methanol (8.5 ml.). The mixture becomes warm and cloudy during the addition. The methanol is removed under reduced pressure and the aqueous residue is acidified to pH 1 with concentrated sulfuric acid and extracted with ether. The combined ethereal extracts are dried over sodium sulfate and evaporated in vacuo to leave 2-azido-2-methoxyacetic acid (8.82 g.) as a clear liquid.

Aufarbeitung

  1. temperatureThe mixture becomes warm and cloudy during the addition
  2. customThe methanol is removed under reduced pressure
  3. extractionextracted with ether
  4. dry with materialThe combined ethereal extracts are dried over sodium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-44b71b0eef774d209f3f4bd62c86c095
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03962224

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