Abstract
Chlorination of phenol with sulfuryl chloride catalyzed by amines in non-polar solvents is fast, and specific for monochlorination and highly regioselective for ortho-substitution. Under optimal conditions, phenol was chlorinated with an equimolar quantity of sulfuryl chloride in the presence of di- s-butylamine (0.8 mole% relative to phenol) to give after 1 h of reaction at 70°C a 90.1% yield of ortho-chlorophenol with an ortholpara ratio of 22.0.
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