1,1-Dibromoethane → 2,3-Dihydro-5-methoxy-1,4-benzodioxin

HRID 865937Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 865937
Br[CH:2](Br)[CH3:3].[CH3:5][O:6][C:7]1[CH:13]=[CH:12][CH:11]=[C:9]([OH:10])[C:8]=1[OH:14]>[Br-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.O.[OH-].[Na+]>[CH3:5][O:6][C:7]1[C:8]2[O:14][CH2:3][CH2:2][O:10][C:9]=2[CH:11]=[CH:12][CH:13]=1

Komponenten

6

Edukt 2

HCID 112011,1-DibromoethaneHCID 136223-Methoxycatechol

Produkt 1

HCID 743712,3-Dihydro-5-methoxy-1,4-benzodioxin

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 5974Hexadecyltrimethylammonium BromideKatalysatorHCID 962WaterLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A mixture of dibromoethane (10.73 g, 77 mmol) and cetyltrimethylammonium bromide (0.291 g, 0.8 mmol) in 5 cm3 of water is brought to reflux. A solution of 3-methoxycatechol (5 g, 35.7 mmol) in 20N sodium hydroxide (NaOH, 4 g in 5 cm3 of water) is added slowly. The mixture is stirred at the reflux for 12 hours and then, after cooling and extraction with ether, purification on a silica column (eluent: petroleum ether/ether, 9:1) enables 7.4 g of a colorless oil to be isolated

Aufarbeitung

  1. temperatureto reflux
  2. temperaturereflux for 12 hours
  3. temperatureafter cooling
  4. extractionextraction
  5. customwith ether, purification on a silica column (eluent: petroleum ether/ether, 9:1)
  6. customto be isolated

Quellen und Nachweise

ORD-Eintrag
ord-1c7c8fc245ba4b01b450b1fed61fe8f2
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05569669

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