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35.1.1.5.5.4 Variation 4: In the Presence of an Equimolar Amount of 1H-Benzotriazole

DOI: 10.1055/sos-SD-035-00055

Margaretha, P.Science of Synthesis, (20073573.

A solution containing equimolar amounts of thionyl chloride and 1H-benzotriazole in anhydrous dichloromethane efficiently transforms alcohols into chloroalkanes 18 at room temperature, in excellent yields (Scheme 13).[‌46‌] Such reactions are easily monitored, and the advantage of 1H-benzotriazole is that it is both a mild base and an acid; thus, either a wash with an acid or an alkali can be used to remove it from the product at the end of the reaction.

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