Benzylation of alcohols and phenols with N-(4-methoxybenzyl)-o- benzenedisulfonimide

Article abstract of DOI:10.1016/S0040-4039(98)00091-4

N-(4-methoxybenzyl)-o-benzene disulfonimide was prepared from o- benzenedisulfonyl chloride and 4-methoxybenzylamine in dichloromethane. Reaction of this compound with alcohols or phenols undere basic conditions gave the corresponding 4-methoxybenzyl ethers in good yields. Primary alkylamines were converted to the corresponding alcohols by treating the benzenedisulfonimido derivative with aqueous KOH in DMF solution.