Water → 4-(2,6-Dichloro-4-trifluoromethylphenyl)toluene

HRID 25300

Reaktionsgleichung

Reaktionsgleichung von HRID 25300
I[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:11]=[C:12]([C:18]([F:21])([F:20])[F:19])[CH:13]=[C:14]([Cl:17])[C:15]=1F.O>C1C=CC=CC=1.C([Li])CCC.CCCCCC.C(OCC)C>[Cl:9][C:10]1[CH:11]=[C:12]([C:18]([F:21])([F:20])[F:19])[CH:13]=[C:14]([Cl:17])[C:15]=1[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1

Komponenten

8

Edukt 3

HCID 962WaterHCID 122074-IodotolueneHCID 157026Benzene, 1,3-dichloro-2-fluoro-5-(trifluoromethyl)-

Produkt 1

HCID 221709614-(2,6-Dichloro-4-trifluoromethylphenyl)tolueneAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 241BenzeneLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 8058HexaneLösungsmittelHCID 178418339ButyllithiumLösungsmittel

Versuchsvorschrift

To 5.7 g (26.1 mmol) of 4-iodotoluene in 30 ml of dry benzene, 17.0 ml of a n-butyllithium solution in hexane (1.60 mol/l) was added dropwise in a nitrogen stream at room temperature with stirring. After 2 hours of stirring at room temperature, 10 ml of 6.0 g (25.8 mmol) of 3,5-dichloro-4-fluorobenzotrifluoride in 10 ml of diethyl ether was added dropwise at 10° C. After another 12 hours of stirring at room temperature, the reaction mixture was poured into 100 ml of water for separation. The organic layer was washed with 50 ml of water twice and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 6.7 g of 4-(2,6-dichloro-4-trifluoromethylphenyl)toluene (yield 85.0%) as a colorless liquid.

Aufarbeitung

  1. stirringAfter 2 hours of stirring at room temperature
  2. stirringAfter another 12 hours of stirring at room temperature
  3. washThe organic layer was washed with 50 ml of water twice
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f6684658b36d49068df1c594071a36ff
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858639B2

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