Ethanol → Ethyl 2-methoxy-6-nitrophenylacetate

HRID 880479

Reaktionsgleichung

Reaktionsgleichung von HRID 880479
S(=O)(=O)(O)[OH:2].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[C:9]=1[CH2:17][C:18]#N.[CH2:20]([OH:22])[CH3:21]>>[CH3:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[C:9]=1[CH2:17][C:18]([O:22][CH2:20][CH3:21])=[O:2]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 5550182-(2-Methoxy-6-nitrophenyl)acetonitrile

Produkt 1

HCID 58216762Ethyl 2-methoxy-6-nitrophenylacetateAusbeute 72 %

Versuchsvorschrift

Concentrated sulfuric acid (1 mL) was slowly added to a solution of 2-(2-methoxy-6-nitro-phenyl)acetonitrile (200 mg, 1.04 mmol) in 95% ethanol (2 mL). The mixture was heated at reflux overnight then quenched into ice cold water and extracted with diethyl ether (10 mL). The organic phase was washed with water (2×10 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford ethyl 2-(2-methoxy-6-nitro-phenyl)acetate (180 mg, 72%).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. customthen quenched into ice cold water
  4. extractionextracted with diethyl ether (10 mL)
  5. washThe organic phase was washed with water (2×10 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-15401094f43248089cabd82a2e11e9e2
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993574B2

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