- ALKYLATION OF 2- AND 4-CHLOROPHENOLS BY ALKYL HALIDES IN THE PRESENCE OF SMALL AMOUNTS OF CATALYSTS
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The alkylation of 2-chlorophenol by benzyl chloride, chlorocyclohexane, chlorocyclopentane, sec-butyl bromide, and 1- and 2-bromopentanes in the presence of 1.06.10-3 - 1.06.10-2 mole of catalyst (a Lewis acid) was investigated.Competing alkylations of chlorophenols and phenol with benzyl chloride, realized under identical conditions, showed that the reactivity of the substrate decreases in the order: phenol > 3-chlorophenol > 4-chlorophenol >= 2-chlorophenol.The ratio of the 6- and 4-isomers of benzyl-2-chlorophenols is not affected by the nature of the anion in the catalyst.During the alkylation of 4-chlorophenol with butyl bromide and bromopentane the main product is sec-alkyl-4-chlorophenol (yield 86-90percent), and 4-9percent of the alkyl-4-chlorophenol is formed.
- Alieva, M. K.,Akhmedov, K. N.
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p. 1850 - 1853
(2007/10/02)
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