Thionyl Chloride → 7-Chloro-2-(5-chloromethylbenzofuran-2-yl)quinoline

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Reaction Steps

A mixture of 7-chloro-2-(5-hydroxymethylbenzofuran-2-yl)quinoline (0.40 g) and thionyl chloride (0.30 g) in chloroform (20 ml) was stirred under reflux for 1 hour. After being cooled, the resulting mixture was adjusted to pH 7 with aqueous sodium hydrogen carbonate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure to give 7-chloro-2-(5-chloromethylbenzofuran-2-yl)quinoline (0.47 g).

Provenance & Evidence