Thionyl Chloride → 4-(2-Chloroethyl)-1,2-dimethoxybenzene

HRID 655597

Reaktionsgleichung

Reaktionsgleichung von HRID 655597
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12]O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH2:12][CH2:11][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 819113,4-Dimethoxyphenethyl alcohol

Produkt 1

HCID 30153594-(2-Chloroethyl)-1,2-dimethoxybenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

The reaction mixture of 2-(3,4-dimethoxyphenyl)ethanol (6.0 g, 32.8 mmol) and thionyl chloride (19 g, 164 mmol) in chloroform (20 mL) was stirred at reflux for 4 h, concentrated, and partitioned between water and ethyl acetate. The organic layer was washed with NaHCO3 and brine, dried over anhydrous sodium sulfate, and concentrated to afford 4-(2-chloroethyl)-1,2-dimethoxybenzene (K) quantitatively (6.6 g).

Aufarbeitung

  1. temperatureat reflux for 4 h
  2. concentrationconcentrated
  3. custompartitioned between water and ethyl acetate
  4. washThe organic layer was washed with NaHCO3 and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9fe038c086794b04aa89d880c5f58bba
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071602B2

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