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

HRID 271475

Reaktionsgleichung

Reaktionsgleichung von HRID 271475
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12]O)=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].S(Cl)([Cl:16])=O>ClCCl>[Cl:16][CH2:12][C:9]1[CH:10]=[CH:11][C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 572424(4-(Ethylsulfonyl)phenyl)methanol

Produkt 1

HCID 598347911-(Chloromethyl)-4-(ethylsulfonyl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of (4-(ethylsulfonyl)phenyl)methanol (200 mg, 1 mmol) and thionyl chloride (3 mL) was stirred at reflux for 4 h. The solvent was removed under reduced pressure to obtain a gum. Dichloromethane (10 mL) was added, and the mixture was stirred for 5 min and then concentrated under vacuum. This process was repeated two more times to ensure complete removal of thionyl chloride. After residual solvent removal under vacuum, 205 mg of the title compound was obtained as a white solid. HPLC/MS: retention time=2.308 min, [M+H]+=219.

Aufarbeitung

  1. temperatureat reflux for 4 h
  2. customThe solvent was removed under reduced pressure
  3. customto obtain a gum
  4. stirringthe mixture was stirred for 5 min
  5. concentrationconcentrated under vacuum
  6. customremoval of thionyl chloride
  7. customAfter residual solvent removal under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-da6685ace886414ead9b8f1d80fdfa93
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07452892B2

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