p-Toluenesulfonic acid → 2-(4,5-Dimethyl-1,3-dithiolan-2-yl)furan

HRID 462577

Reaktionsgleichung

Reaktionsgleichung von HRID 462577
C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH3:12][CH:13]([SH:17])[CH:14]([SH:16])[CH3:15].[O:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH:23]=O>C1CCCCC1>[O:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH:23]1[S:17][CH:13]([CH3:12])[CH:14]([CH3:15])[S:16]1

Komponenten

5

Edukt 3

HCID 6101p-Toluenesulfonic acidHCID 7362FurfuralHCID 5483532,3-Butanedithiol

Produkt 1

HCID 203986762-(4,5-Dimethyl-1,3-dithiolan-2-yl)furan

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8078CyclohexaneLösungsmittel

Versuchsvorschrift

Into a 100 ml reaction flask equipped with magnetic stirring bar, thermometer and reflux condenser and hot plate with magnetic stirring apparatus is placed 0.5 grams para-toluenesulfonic acid, 5 ml cyclohexane and 6.1 grams (0.05 moles) of 2,3-butanedithiol. Over a period of 35 minutes, 4.8 grams (0.05 moles) of 2-furaldehyde is added to the reaction mass with stirring. The reaction mass is then heated to reflux and refluxed for a period of 7.5 hours with stirring while removing water of reaction. After the refluxing period, the reaction mass is cooled to room temperature and transferred to a separatory funnel. The reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution and dried over anhydrous sodium sulfate and filtered. The resulting filtrate is distilled using a Microvigreux column yielding the following fractions:

Aufarbeitung

  1. customInto a 100 ml reaction flask
  2. customequipped with magnetic stirring bar
  3. temperaturethermometer and reflux condenser
  4. temperatureThe reaction mass is then heated
  5. temperatureto reflux
  6. temperaturerefluxed for a period of 7.5 hours
  7. stirringwith stirring
  8. customwhile removing
  9. customwater of reaction
  10. customtransferred to a separatory funnel
  11. washThe reaction mass is then washed with one 50 ml portion of saturated sodium chloride solution
  12. dry with materialdried over anhydrous sodium sulfate
  13. filtrationfiltered
  14. distillationThe resulting filtrate is distilled
  15. customyielding the following fractions

Quellen und Nachweise

ORD-Eintrag
ord-d4c2f66f3b2c455ab6ae07b7c9240dce
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04515968

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