1,6-Dibromohexane → 4-((6-Bromohexyl)oxy)-3-chloroanisole

HRID 437681Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 437681
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[OH:12].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br>C(O)C>[Cl:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[O:12][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][Br:13]

Komponenten

5

Edukt 3

HCID 123681,6-DibromohexaneHCID 14798Sodium HydroxideHCID 874592-Chloro-4-methoxyphenol

Produkt 1

HCID 920684-((6-Bromohexyl)oxy)-3-chloroanisole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

A solution of 29.6 g. (0.74 mole) sodium hydroxide pellets in 400 ml. absolute ethanol was prepared with stirring at room temperature and a solution of 108.0 g. (0.68 mole) 2-chloro-4-methoxyphenol in 200 ml. absolute ethanol was added in a fine stream. The solution was stirred at room temperature for 15 minutes, then warmed gently in a steam bath for one-half hour. The reaction mixture was chilled to about 5° C. in an ice bath and 500 g. (2.05 moles) 1,6-dibromohexane was added. The reaction was stirred and allowed to warm to room temperature, then stirred for 6 hours at room temperature and boiled overnight at reflux.

Aufarbeitung

  1. stirringThe solution was stirred at room temperature for 15 minutes
  2. temperaturewarmed gently in a steam bath for one-half hour
  3. temperatureThe reaction mixture was chilled to about 5° C. in an ice bath
  4. stirringThe reaction was stirred
  5. temperatureto warm to room temperature
  6. stirringstirred for 6 hours at room temperature
  7. temperatureat reflux

Quellen und Nachweise

ORD-Eintrag
ord-37a52bd7bb1a4c67a343c907789e4506
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04031246

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