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Issue 0, 1973
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Formylation and bromination ortho to the hydroxy-group of 2-carbonylsubstituted phenols in the presence of titanium(VI)chloride

Abstract

Formylation with dichloromethyl methyl either and titanium(IV)chloride in dichloromethane, and bromination with bromine and titanium(IV)chloride in dichloromethane, of methyl 2,4-dihydroxybenzoate(16), methyl 2-hydroxy-4-methoxybenzoate(17), ethyl 2-hydroxy-4-methoxy-6-methylbenzoate(21), methylbenzoate(24), and 2-hydroxy-4-methoxyacetophenone (25) produce appreciable amounts of 3-substituted products. This selective substitution in the position ortho to the hydroxy-group is discussed in terms of a six-membered ring titanium complex.

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Article type: Paper
DOI: 10.1039/P19730000340
Citation: J. Chem. Soc., Perkin Trans. 1, 1973,0, 340-345
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    Formylation and bromination ortho to the hydroxy-group of 2-carbonylsubstituted phenols in the presence of titanium(VI)chloride

    T. M. Cresp, M. V. Sargent, J. A. Elix and D. P. H. Murphy, J. Chem. Soc., Perkin Trans. 1, 1973, 0, 340
    DOI: 10.1039/P19730000340

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