Thionyl Chloride → 1-(Chloromethyl)-2-(methylsulfanyl)benzene

HRID 2303439Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2303439
O[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][CH3:10].O=S(Cl)[Cl:13]>C(Cl)Cl>[Cl:13][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][CH3:10]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 3551404(2-Methylsulfanylphenyl)methanol

Produkt 1

HCID 124145821-(Chloromethyl)-2-(methylsulfanyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

2-Hydroxymethyl-1-methylthiobenzene (3.3 g, 21 mmol) is dissolved in 20 ml of absolute CH2Cl2 under an argon atmosphere. A solution of SOCl2 (2.6 g, 21 mmol) in 10 ml of absolute CH2Cl2 is added dropwise with stirring to this initial mixture in the course of 15 min, first under reflux, then at an internal temperature of 30° C. The reaction mixture is stirred under reflux for 2.25 h. The reaction mixture is concentrated and the oily crude product is purified by bulb tube distillation (7.9×10−2 mbar, 125-140° C.): colorless oil; yield: 3.3 g (88%).

Aufarbeitung

  1. temperaturefirst under reflux
  2. customat an internal temperature of 30° C
  3. temperatureunder reflux for 2.25 h
  4. concentrationThe reaction mixture is concentrated
  5. customthe oily crude product is purified by bulb tube
  6. distillationdistillation (7.9×10−2 mbar, 125-140° C.)

Quellen und Nachweise

ORD-Eintrag
ord-ae0945fb2ca344caaf5993620ddfea24
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06432988B1

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