Dimethyl Sulfoxide → Benzene, 2-Chloro-1-(3-methylphenoxy)-4-(trifluoromethyl)-

HRID 1252647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1252647
[C:1]1(C([O-])=O)[C:2]([CH3:8])=[CH:3][CH:4]=[CH:5][C:6]=1[OH:7].[K+].[Cl:13][C:14]1[CH:15]=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:17]=[CH:18][C:19]=1Cl.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>CCOCC.O>[Cl:13][C:14]1[CH:15]=[C:16]([C:21]([F:22])([F:23])[F:24])[CH:17]=[CH:18][C:19]=1[O:7][C:6]1[CH:1]=[C:2]([CH3:8])[CH:3]=[CH:4][CH:5]=1

Komponenten

7

Edukt 4

HCID 679Dimethyl SulfoxideHCID 94813,4-DichlorobenzotrifluorideHCID 11430Potassium CarbonateHCID 70420684HCID 70420684, Verbindung

Produkt 1

HCID 3084880Benzene, 2-Chloro-1-(3-methylphenoxy)-4-(trifluoromethyl)-Ausbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

73 parts by weight of potassium 3-cresolate, 107 parts by weight of 3,4-dichlorobenzotrifluoride and 6.9 parts by weight of potassium carbonate in 500 parts by volume of dimethylsulfoxide were stirred at 140° C. for 8 hours. The reaction mixture was cooled to room temperature and was poured into 2,000 parts by volume of water. The oily residue was taken up in ether, and the organic phase was dried with magnesium sulfate, filtered, and concentrated under reduced pressure. Fractional distillation gave 120 parts by weight (84% of theory) of 3-(2'-chloro-4'-trifluoromethylphenoxy)-toluene of boiling point 91°-96° C./0.1 bar and refractive index nD25 : 1.5268.

Aufarbeitung

  1. dry with materialthe organic phase was dried with magnesium sulfate
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. distillationFractional distillation

Quellen und Nachweise

ORD-Eintrag
ord-fed63e1f15b146499654398b877f301e
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04744812

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