Hydroxylamine → tert-butyl 2-(N'-hydroxycarbamimidoyl)acetate

HRID 2036124

Reaktionsgleichung

Reaktionsgleichung von HRID 2036124
[C:1]([CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5])#[N:2].[OH:11][NH2:12]>C(O)C.C(OCC)(=O)C>[NH2:2][C:1](=[N:12][OH:11])[CH2:3][C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]

Komponenten

5

Edukt 2

HCID 787HydroxylamineHCID 70693tert-Butyl cyanoacetate

Produkt 1

HCID 76589802tert-butyl 2-(N'-hydroxycarbamimidoyl)acetateAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

tert-Butyl cyanoacetate (1.0 g) was dissolved in ethanol (10 mL), and aqueous hydroxyamine solution (50%, 0.5 mL) was added dropwise under ice-cooling. After stirring at room temperature for 5 hr, the mixture was diluted with ethyl acetate, and washed with brine, and the organic layer was dried over sodium sulfate. The solvent was evaporated under reduced pressure and ethyl acetate-hexane was added. The resulting precipitate was collected by filtration to give the object product (820 mg, 67%).

Aufarbeitung

  1. temperaturecooling
  2. washwashed with brine
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. customThe solvent was evaporated under reduced pressure and ethyl acetate-hexane
  5. additionwas added
  6. filtrationThe resulting precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-5cb24c0f511844f9a84d18cd02bda7ae
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575167B2

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