Thionyl Chloride → 1-(3,5-Dimethylphenoxy)-2-chloropropane

HRID 1975537

Reaktionsgleichung

Reaktionsgleichung von HRID 1975537
S(Cl)([Cl:3])=O.[CH3:5][CH:6](O)[CH2:7][O:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH3:16])[CH:10]=1>C1(C)C=CC=CC=1>[CH3:16][C:11]1[CH:10]=[C:9]([CH:14]=[C:13]([CH3:15])[CH:12]=1)[O:8][CH2:7][CH:6]([Cl:3])[CH3:5]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 110739942-Propanol, 1-(3,5-dimethylphenoxy)-

Produkt 1

HCID 191003071-(3,5-Dimethylphenoxy)-2-chloropropaneAusbeute 92,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

3.3 Milliliter (45 mmol) of thionyl chloride was added dropwise to a solution prepared by dissolving 7.38 g (41 mmol) of 1-methyl-2-(3,5-dimethylphenoxy)ethanol in 20 ml of toluene, and the resultant mixture was refluxed in an oil bath at 100° to 110° C. for 4 hours. The reaction solution was cooled, and then washed consecutively with 50 ml of a saturated sodium hydrogencarbonate aqueous solution and 50 ml of a saturated common salt water. The resultant organic layer was dried over 10 g of anhydrous sodium sulfate, and toluene was removed under reduced pressure to give 7.56 g of oily 1-(3,5-dimethylphenoxy)-2-chloropropane (yield 92.9%).

Aufarbeitung

  1. customprepared
  2. temperatureThe reaction solution was cooled
  3. washwashed consecutively with 50 ml of a saturated sodium hydrogencarbonate aqueous solution and 50 ml of a saturated common salt water
  4. dry with materialThe resultant organic layer was dried over 10 g of anhydrous sodium sulfate, and toluene
  5. customwas removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fe672ef7fba242c0bfbb9b9ec6185c67
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05286905

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