Chloromethyl Methyl Ether → 4-Bromo-2-(2-methoxymethoxyethyl)-anisole

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Reaction Steps

1.48 g of N-ethyl-diisopropylamine and 0.49 g of chlorodimethyl ether are added at room temperature to a solution of 948 mg of 4-bromo-2-(2-hydroxyethyl)-anisole in 30 ml of dichloromethane. The reaction mixture is stirred further for 200 minutes at room temperature and then 1 ml of water and 1 ml of 25% ammonium hydroxide solution are added thereto. The two-phase mixture is further stirred vigorously for 15 minutes and then the organic phase is separated off, dried over sodium sulfate and concentrated by evaporation. Purification of the residue by means of FC (hexane/dichloromethane 1:1) yields the title compound: Rf (dichloromethane)=0.6; HPLC Rt =17.33 minutes.

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