Acetone → 1-(4-Bromophenyl)-4-ethoxybenzene

HRID 343461

Reaktionsgleichung

Reaktionsgleichung von HRID 343461
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:21][C:22](C)=O>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:21][CH3:22])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 950934-Bromo-4'-hydroxybiphenyl

Produkt 1

HCID 158408841-(4-Bromophenyl)-4-ethoxybenzeneAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 4-(4-bromophenyl)-phenol (4.06 g, 16.3 mmol) in acetone (30 mL) at room temperature, was added 4.5 eq K2CO3 (4.0M, 18 mL, 73.3 mmol) in water and 4.0 eq lodoethane (5.26 mL, 65.2 mmol). The reaction mixture was stirred overnight, and heated to reflux for 6 hrs. The product was crystallized out of the solution, and filtered. The crude product was recrystallized from hexane to provide ethyl 4-(4-bromophenyl) phenyl ether (4.1 g, 91%) as an white crystal.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 6 hrs
  3. customThe product was crystallized out of the solution
  4. filtrationfiltered
  5. customThe crude product was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-b1ff756046424cdabb2334e260147684
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05861428

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