Thionyl Chloride → 4-Chloromethyl-2-phenyl-5-propyloxazole

Participants

Reaction Steps

To a mixture of 2-phenyl-5-propyl-4-oxazolylmethanol (1.38 g) and toluene (100 mL) was added thionyl chloride (1.38 g) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated and the residue was dissolved in ethyl acetate. The mixture was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give 4-chloromethyl-2-phenyl-5-propyloxazole as a colorless oil (2.26 g, 99%).

Provenance & Evidence