Hydrochloric Acid → 2,2,3,3,3-Pentafluoro-1-(3-((methoxymethoxy)methyl)phenyl)propan-1-one

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Reaction Steps

In THF (15 mL), a Grignard reactant was prepared from 1-bromo-3-((methoxymethoxy)methyl)benzene (2.54 g) and magnesium (292 mg). Under a nitrogen atmosphere, the obtained Grignard reactant (entire amount) was added to a solution of 2,2,3,3,3-pentafluoro-N-methoxy-N-methylpropanamide (3.70 g) in THF (10 mL) at 0° C., and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added 1N hydrochloric acid at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.28 g) as a yellow oil.

Provenance & Evidence