Ethanol → 2-Ethenylquinoxaline

HRID 456599

Reaktionsgleichung

Reaktionsgleichung von HRID 456599
S(OC)(OC)(=O)=O.[N:8]1S[N:11]=[C:10]2[CH:13]=[C:14](CC#N)[CH:15]=[CH:16][C:9]=12.C(N([CH2:25][CH3:26])CC)C.[CH2:27](O)[CH3:28]>O>[CH:27]([C:25]1[CH:26]=[N:8][C:9]2[C:10](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1)=[CH2:28]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 6497Dimethyl SulfateHCID 8471TriethylamineHCID 695224455-Cyanomethylbenz-2,1,3-thiadiazole

Produkt 1

HCID 218034212-EthenylquinoxalineAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Dimethyl sulfate (1.07 ml, 11.3 mmol) was added dropwise, while maintaining the mixture temperature below 40° C., to a solution of amine (a) (2.6 g 11.3 mmol) in ethanol (3 ml). The thick mixture was diluted with water (15 ml) then triethylamine (1.13 ml) was added and the mixture heated for 2 hours on a water bath. After cooling the mixture was extracted with diethyl ether. The organic phase was dried over magnesium sulfate, concentrated to dryness and the residue was chromatographed on silica eluting with heptane-ethyl acetate (3-1) to give the product (1.16 g, 66%).

Aufarbeitung

  1. temperaturewhile maintaining the mixture temperature below 40° C.
  2. temperaturethe mixture heated for 2 hours on a water bath
  3. temperatureAfter cooling the mixture
  4. extractionwas extracted with diethyl ether
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. concentrationconcentrated to dryness
  7. customthe residue was chromatographed on silica eluting with heptane-ethyl acetate (3-1)

Quellen und Nachweise

ORD-Eintrag
ord-3a2816ff52c14b7685cc57f5e516a080
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186730B2

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