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

HRID 363534

Reaktionsgleichung

Reaktionsgleichung von HRID 363534
[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+].I[CH2:22][CH3:23]>CC(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][CH2:22][CH3:23])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 950934-Bromo-4'-hydroxybiphenyl

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 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 Iodoethane (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-05409c6f304b45aaace1dbf5090fa155
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05874473

Verknüpfte Notizen

Wird geladen…