1,2-Dibromoethane → HCID 21833679, Verbindung

HRID 1418720Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1418720
[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 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 15 g of 4-(1-pyrazolyl)methylphenol, 32.4 g of 1,2-dibromo-ethane and 150 ml of water was added dropwise 30 ml of an aqueous solution of 4.1 g of sodium hydroxide while stirring under heating at reflux over 2 hours. Then, after heating at reflux under stirring for further 30 minutes, the reaction mixture was poured into 200 ml of ice water, which was extracted twice with 100 ml of diethyl ether. The organic layers were combined, washed with 5N aqueous sodium hydroxide solution, water and then saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, which afforded 11.44 g of 2-[4-(1-pyrazolyl)methylphenoxy]ethyl bromide as white crystals. Yield, 47%.

Aufarbeitung

  1. temperatureunder heating
  2. temperatureat reflux over 2 hours
  3. temperatureThen, after heating
  4. temperatureat reflux
  5. stirringunder stirring for further 30 minutes
  6. extractionwas extracted twice with 100 ml of diethyl ether
  7. washwashed with 5N aqueous sodium hydroxide solution, water
  8. dry with materialsaturated sodium chloride solution, dried with anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b2a54561561a4815b94712a35102a597
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05883262

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