2-Bromo-1-(3-chloro-5-(trifluoromethyl)phenyl)ethanone → 2-(3-Chloro-5-(trifluoromethyl)phenyl)-2-oxoethyl methyl succinate

Participants

Reaction Steps

A stirred suspension of 2-bromo-1-(3-chloro-5-(trifluoromethyl)phenyl)ethanone (Reference Example 34, 1.05 g, 3.48 mmol) and sodium 4-methoxy-4-oxobutanoate (0.805 g, 5.22 mmol) in acetone (50.0 mL) was heated at reflux overnight. After that time the reaction mixture was cooled to room temperature and adsorbed onto silica gel (4.30 g). The residue was purified by flash column chromatography (silica gel, hexanes/ethyl acetate 4:1) to provide 2-(3-chloro-5-(trifluoromethyl)phenyl)-2-oxoethyl methyl succinate (1.12 g, 91%) as a pale yellow oil.

Provenance & Evidence