Thionyl Chloride → 4-Chloro-α-[3-(trifluoromethyl)phenoxy]benzeneacetyl chloride

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Reaction Steps

Thionyl chloride (44.5 g., 0.375 mole) is added over a five-minute period to a suspension of (3-trifluoromethylphenoxy)(4-chlorophenyl)acetic acid (100 g., 0.30 mole) in 125 ml. of chloroform. The mixture is stirred at room temperature for 30 minutes and then heated under reflux for six hours. As soon as the temperature reaches the boiling point a clear homogenous solution results. At the end of the reaction period, the solvent and volatile reaction products are removed by evaporation in vacuo. High purity (3-trifluoromethylphenoxy)(4-chlorophenyl)acetyl chloride (105 g.) is obtained as a residual oil in almost theoretical yield.

Provenance & Evidence