Thionyl Chloride → 4-Chloromethyl-1,2-diethoxy-benzene

HRID 1169504

Reaktionsgleichung

Reaktionsgleichung von HRID 1169504
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH3:14])[CH2:7]O)[CH3:2].S(Cl)([Cl:17])=O>C1(C)C=CC=CC=1.N1C=CC=CC=1.C(OCC)(=O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH3:14])[CH2:7][Cl:17])[CH3:2]

Komponenten

6

Edukt 2

HCID 24386Thionyl ChlorideHCID 8540533,4-Diethoxybenzyl alcohol

Produkt 1

HCID 24348314-Chloromethyl-1,2-diethoxy-benzene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 1049PyridineKatalysatorHCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 3,4-diethoxybenzyl alcohol (736 mg) dissolved in toluene (10 ml) were added pyridine (one drop) and thionyl chloride (0.41 ml), and the resulting mixture was stirred at room temperature for 20 minutes. The reaction mixture was diluted with ethyl acetate and the resulting mixture was washed with water, an aqueous saturated solution of sodium hydrogen carbonate and an aqueous saturated solution of sodium chloride, and was dried with anhydrous magnesium sulfate. The resulting organic layer was evaporated under reduced pressure to remove the solvent to obtain 3,4-diethoxybenzyl chloride (802 mg) as an oil.

Aufarbeitung

  1. washthe resulting mixture was washed with water
  2. dry with materialan aqueous saturated solution of sodium hydrogen carbonate and an aqueous saturated solution of sodium chloride, and was dried with anhydrous magnesium sulfate
  3. customThe resulting organic layer was evaporated under reduced pressure
  4. customto remove the solvent

Quellen und Nachweise

ORD-Eintrag
ord-77130ba029794686932449271b456b3a
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627651B1

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