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

HRID 476806

Reaktionsgleichung

Reaktionsgleichung von HRID 476806
[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 241BenzeneLösungsmittel

Versuchsvorschrift

To a stirred solution of 154 g (1 mol) of 4-methylmercaptobenzyl alcohol in 1 liter of dry bensene 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-71b67db3caa84f5ab4f60163f6044328
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04886339

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