Thionyl Chloride → 3,5-Dichlorobenzyl chloride

HRID 234935

Reaktionsgleichung

Reaktionsgleichung von HRID 234935
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH2:5]O.S(Cl)([Cl:13])=O>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:10])[CH:9]=1)[CH2:5][Cl:13]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 432363,5-Dichlorobenzylic alcohol

Produkt 1

HCID 1378803,5-Dichlorobenzyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 3,5-dichlorobenzyl alcohol (Aldrich, 25 g) , thionyl chloride (100 ml) and DMF (0.5 ml) was stirred and refluxed for 4 hours. After cooling the mixture was concentrated in vacuo, the residue was taken up in ether, washed with saturated aqueous NaHCO3 and brine, dried (MgSO4) and concentrated in vacuo to give 3,5-dichlorobenzyl chloride as a light yellow solid, which was used without further purification, 28 g, mp. 32°-36° C.

Aufarbeitung

  1. temperaturerefluxed for 4 hours
  2. temperatureAfter cooling the mixture
  3. concentrationwas concentrated in vacuo
  4. washwashed with saturated aqueous NaHCO3 and brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0e68d73215e841639b2447213a833f42
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597827

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