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

Participants

Reaction Steps

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%).

Provenance & Evidence