Ethanol → 2-Butyl-5-nitrobenzofuran

HRID 1611058

Reaktionsgleichung

Reaktionsgleichung von HRID 1611058
[CH2:1]([CH:5]1[CH:9](O)[C:8]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:7]=2[O:6]1)[CH2:2][CH2:3][CH3:4].C(O)C.S(=O)(=O)(O)O>O>[CH2:1]([C:5]1[O:6][C:7]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:8]=2[CH:9]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 103317102-Butyl-5-nitro-2,3-dihydrobenzofuran-3-ol

Produkt 1

HCID 98373582-Butyl-5-nitrobenzofuran

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

300 mg of 2-(n-butyl)-5-nitro-2,3-dihydrobenzofuran-3-ol were introduced into ethanol in a 50 ml flask, and 1 ml of concentrated sulphuric acid was added. The mixture was then heated to reflux for 4 hours. After cooling, 10 ml of water were added, the ethanol was distilled off, and the mixture was extracted with dichloromethane. Washing of the organic phase with sodium bicarbonate solution, drying over sodium sulphate and removal of the solvent in vacuo resulted in 220 mg (80% of theory) of 2-(n-butyl)-5-nitrobenzofuran as yellow oil.

Aufarbeitung

  1. temperatureThe mixture was then heated
  2. temperatureto reflux for 4 hours
  3. temperatureAfter cooling
  4. distillationthe ethanol was distilled off
  5. extractionthe mixture was extracted with dichloromethane
  6. washWashing of the organic phase with sodium bicarbonate solution
  7. dry with materialdrying over sodium sulphate and removal of the solvent in vacuo
  8. customresulted in 220 mg (80% of theory) of 2-(n-butyl)-5-nitrobenzofuran as yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-62778510f2cb4ef2bc3009427bc48621
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06984741B2

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