3,4-Dichlorobenzyl chloride → 4-(3,4-Dichlorophenyl)-3-(2-fluoro-4-biphenylyl)-2-butanone

HRID 52864

Reaktionsgleichung

Reaktionsgleichung von HRID 52864
[F:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:4][C:3]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:22]Cl.[OH-].[Na+]>>[Cl:18][C:19]1[CH:20]=[C:21]([CH2:22][CH:8]([C:6]2[CH:5]=[CH:4][C:3]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[C:2]([F:1])[CH:7]=2)[C:9](=[O:11])[CH3:10])[CH:24]=[CH:25][C:26]=1[Cl:27]

Komponenten

4

Edukt 3

HCID 76093,4-Dichlorobenzyl chlorideHCID 14798Sodium HydroxideHCID 129504182-Fluoro-4-biphenylyl acetone

Produkt 1

HCID 190736134-(3,4-Dichlorophenyl)-3-(2-fluoro-4-biphenylyl)-2-butanoneAusbeute 85 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

45.1 g of the ketone compound thus obtained, 50.3 g of 3,4-dichlorobenzyl chloride and 15.8 g of sodium hydroxide were mixed, heated with stirring at 100° C. for 6 hours. The reaction solution was left to cool to room temperature and then extracted by an addition of ethyl acetate and water. The organic layer was post-treated by a conventional method. Then, the product was purified by silica gel column chromatography (hexane/ethyl acetate=50/1) to obtain 65.0 g (yield: 85%) of 4-(3,4-dichlorophenyl)-3-(2-fluoro-4-biphenylyl)-2-butanone.

Aufarbeitung

  1. temperatureheated
  2. waitThe reaction solution was left
  3. temperatureto cool to room temperature
  4. extractionextracted by an addition of ethyl acetate and water
  5. additionThe organic layer was post-treated by a conventional method
  6. customThen, the product was purified by silica gel column chromatography (hexane/ethyl acetate=50/1)

Quellen und Nachweise

ORD-Eintrag
ord-1add2f6c5621410ab3b61f86e55ce5fc
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616803

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