Diethyl Ether → 3-(4-Biphenylyl)-4-(4-chlorophenyl)-2-butanone

HRID 376183Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 376183
[C:1]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:4]([CH2:7][C:8](=[O:10])[CH3:9])=[CH:3][CH:2]=1.[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1.[OH-].[Na+].C(OCC)C>O>[C:1]1([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:2]=[CH:3][C:4]([CH:7]([CH2:22][C:21]2[CH:24]=[CH:25][C:18]([Cl:17])=[CH:19][CH:20]=2)[C:8](=[O:10])[CH3:9])=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 14798Sodium HydroxideHCID 2193711-Biphenyl-4-yl-propan-2-one

Produkt 1

HCID 190737923-(4-Biphenylyl)-4-(4-chlorophenyl)-2-butanoneAusbeute 53,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

9.93 g of 1-(4-biphenylyl)-2-propanone, 8.4 g of 4-chlorobenzyl chloride and 2.1 g of sodium hydroxide were mixed and heated for 5 hours with stirring on an oil bath of 80° to 90° C. The reaction solution was left to cool to room temperature. Then, ethyl ether and water were added thereto. The organic layer was collected by separation and then dried over anhydrous magnesium sulfate. The drying agent was separated by filtration, and then the solvent was distilled off under reduced pressure. The residue was recrystallized from hexane to obtain 8.42 g (yield: 53%) of the above-identified compound as colorless needles having a melting point of from 107° to 108.5° C.

Aufarbeitung

  1. temperatureheated for 5 hours
  2. waitThe reaction solution was left
  3. customThe organic layer was collected by separation
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe drying agent was separated by filtration
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-25b9020ce7c042e2ae24ba952b1c61bc
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05488149

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