Chloromethyl Methyl Ether → HCID 11195344, compound

Participants

Reaction Steps

To a mixture of (2-phenyl-4-oxazolyl)methanol (15.60 g) and tetrahydrofuran (300 mL) was added sodium hydride (60%, oil, 4.28 g) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. Chloromethyl methyl ether (9.34 g) was added to the reaction mixture under ice-cooling, and the mixture was stirred at room temperature for 15 hrs. To the reaction mixture was added water and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained residue was subjected to silica gel column chromatography to give 4-methoxymethoxymethyl-2-phenyloxazole as a colorless oil (10.86 g, 56%) from a fraction eluted with ethyl acetate-hexane (1:8, v/v).

Provenance & Evidence