Thionyl Chloride → 1-(Chloromethyl)-4-(methylthio)benzene

HRID 414429

Reaktionsgleichung

Reaktionsgleichung von HRID 414429
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]O)=[CH:5][CH:4]=1.S(Cl)([Cl:13])=O>C1C=CC=CC=1>[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][Cl:13])=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl Chloride3×HCID 592968[4-(Methylsulfanyl)phenyl]methanol

Produkt 1

HCID 701281-(Chloromethyl)-4-(methylthio)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel2×

Versuchsvorschrift

To a stirred solution of 154 g (1 mol) of 4-methylmercaptobenzyl alcohol in 1 liter of dry benzene was added dropwise 80 mL 1.1 mol) of thionyl chloride. The mixture immediately turned blue. After the addition of the thionyl chloride was completed, the mixture was heated at reflux for 2 hours. After cooling the benzene and excess thionyl chloride were distilled at ambient pressure. The product was distilled in vacuo at 105° C. (0.5 mm), to yield 160 g (93%) of water clear liquid.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 2 hours
  3. distillationwere distilled at ambient pressure
  4. distillationThe product was distilled in vacuo at 105° C. (0.5 mm)
  5. customto yield 160 g (93%) of water clear liquid

Quellen und Nachweise

ORD-Eintrag
ord-6881de694ca04e9bad722370699530b7
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04792208

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