Dimethyl Sulfate → Tert-butyl 2-methoxyimino-3-phenyliminobutyrate

HRID 1088051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088051
[OH:1][N:2]=[C:3]([C:11](=[N:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:12])[C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].[C:20](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[CH3:20][O:1][N:2]=[C:3]([C:11](=[N:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH3:12])[C:4]([O:6][C:7]([CH3:10])([CH3:8])[CH3:9])=[O:5]

Komponenten

5

Edukt 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 136404523Tert-butyl 2-hydroxyimino-3-phenyliminobutyrate

Produkt 1

HCID 54521467Tert-butyl 2-methoxyimino-3-phenyliminobutyrateAusbeute 64,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 2-hydroxyimino-3-phenyliminobutyrate (1.0 g) in acetone (10 ml) was added potassium carbonate (0.63 g) and dimethyl sulfate (0.43 ml) under ice-cooling. The mixture was stirred at the same temperature for 30 minutes and stirred at ambient temperature for 4 hours. The resulting suspension was poured into ice-water and extracted with diisopropyl ether. The organic layer was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residual oil was subjected to column chromatography on silica gel to give tert-butyl 2-methoxyimino-3-phenyliminobutyrate (0.68 g).

Aufarbeitung

  1. temperaturecooling
  2. stirringstirred at ambient temperature for 4 hours
  3. extractionextracted with diisopropyl ether
  4. washThe organic layer was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3dbc91e6092e4308863622c1f28fe6ca
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04960766

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