1,2-Dibromoethane → HCID 21833679, Verbindung

HRID 2292666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2292666
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[Br:14][CH2:15][CH2:16]Br.[OH-].[Na+]>O>[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:16][CH2:15][Br:14])=[CH:9][CH:8]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Komponenten

5

Edukt 3

HCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 1334121-(4-Hydroxybenzyl)pyrazole

Produkt 1

HCID 21833679HCID 21833679, VerbindungAusbeute 47,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a mixture of 4-(1-pyrazolyl)methylphenol (15 g), 32.35 g of 1,2-dibromoethane and water (150 ml) was added dropwise an aqueous solution of sodium hydroxide (4.13 g) dissolved in water (30 ml) while stirring under heating at reflux over 30 minutes. The reaction mixture was then heated at reflux under stirring for further 1 hour, and then cooled to room temperature, which was extracted with diethyl ether (300 ml). The organic layer was washed with 5N aqueous sodium hydroxide solution and then water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel chromatography, which afforded 2-[4-(1-pyrazolyl)methylphenoxy]ethyl bromide (11.44 g) as white crystals. Yield, 47%.

Aufarbeitung

  1. temperatureunder heating
  2. temperatureat reflux over 30 minutes
  3. temperatureThe reaction mixture was then heated
  4. temperatureat reflux
  5. stirringunder stirring for further 1 hour
  6. extractionwhich was extracted with diethyl ether (300 ml)
  7. washThe organic layer was washed with 5N aqueous sodium hydroxide solution
  8. dry with materialwater, dried with anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-06caa3b9fcde44b1a0e5970ccf252d3b
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05684022

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