Water → 2-[(4-tert-Butylphenyl)methyl]-4-chloro-6-methylphenol

HRID 371522

Reaktionsgleichung

Reaktionsgleichung von HRID 371522
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1.[C:10]([C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11].O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:18][C:17]2[CH:20]=[CH:21][C:14]([C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:15][CH:16]=2)[C:5]([OH:8])=[C:4]([CH3:9])[CH:3]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 148554-Chloro-2-methylphenolHCID 88198Benzene, 1-(chloromethyl)-4-(1,1-dimethylethyl)-

Produkt 1

HCID 714140642-[(4-tert-Butylphenyl)methyl]-4-chloro-6-methylphenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

106.5 g (0.75 mol) 4-chloro-2-methylphenol and 45.67 g (0.25 mol) 4-tert. butylbenzylchloride are dissolved in 200 ml chloroform, and 22.5 g water-free zinc chloride are added as Friedel-Crafts catalyst. Thereafter the reaction mixture is stirred, whereby indeed at room temperature to the start of the reaction intense gas development, i.e. intense reaction, is to be noted. Subsequently the reaction mixture is stirred at 60° C. 5-6 h and washed three times each with 200 ml water for the purpose of removing the zinc chloride. The organic phase is dried across magnesium sulfate and the chloroform is driven off in a vacuum. At 182°-185° C./0.3 Torr the 4-chloro-2-methyl-6-(4'-tert. butylbenzyl)-phenol distills over as water-clear, viscous, nearly odorless liquid.

Aufarbeitung

  1. customwhereby indeed at room temperature to the start of the reaction intense gas development, i.e. intense reaction
  2. stirringSubsequently the reaction mixture is stirred at 60° C
  3. wash5-6 h and washed three times each with 200 ml water for the purpose
  4. customof removing the zinc chloride
  5. dry with materialThe organic phase is dried across magnesium sulfate
  6. distillationAt 182°-185° C./0.3 Torr the 4-chloro-2-methyl-6-(4'-tert. butylbenzyl)-phenol distills over as water-clear

Quellen und Nachweise

ORD-Eintrag
ord-10fcae91893c403881b74948e7c2dc88
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04532367

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