Substituted benzenemethanol compounds, intermediates thereof, an

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568705, 568634, 568640, 568655, 568807, 568808, 568809, C07C 3346

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049408224

ABSTRACT:
Compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halo, halo-substituted alkyl, alkyl, cycloalkyl, aralkyl, aryl, heterocyclic, alkoxy, alkaryl, aryloxy, thioalkoxy, nitro, or N,N-dialkylamino are prepared by reacting 1-bromo-4-(trifluoromethyl)benzene with n-butyl lithium; reacting the product with a benzaldehyde of the formula: ##STR2## to produce a novel intermediate such as lithium 4-(trifluoromethyl)-.alpha.-]4-(trifluoromethyl)phenyl]benzenemethanol, and then reacting the lithium product with an acid or acid salt.

REFERENCES:
patent: 4105703 (1978-08-01), Motta
patent: 4772615 (1988-09-01), Pavia
"Synthesis of N-Acetyl-S-Trifluoromethylphenyl-dl-Cysteine Esters", Ondrus et al., Aust. J. Chem., 1979, 32, 2313-6.
"Continuous Reactor Model for the Use of Butyl Lithium in the Pilot Plant", Goel, Chemistry and Industry, Aug. 17, 1974, pp. 665-666.
"Sleep-Inducing N--Alkyl-5-[M-(Trifluoromethyl)Phenyl]-5-Hydroxy-2-Pyrrolidinones and N-Alkyl-3-(Trifluoromethyl)Cinnamamides", Houlihan et al., Journal Medical Chemistry, 1985, 28, 28-31.
"Synthesis and Antimalaria Activity of Benzotrifluoride Derivatives", Novotny et al., Journal Pharmaceutical Science, vol. 62, No. 6, Jun. 1973, pp. 910-913.
Bretherick, L., Chem. and Ind., 1971, p. 1017, and attached paper, "Use Caution in Preparing-Trifluoromethylphenylmagnesium and Trifluoromethylphenyllithium".
Handbook of Reactive Chemical Hazards, L. Bretherick, 1979, pp. 137, 616, 617.
"Polyhalogenated .alpha.-Oxides III Polyfluorinated .alpha.-Oxides Containing the Trifluoromethyl Group", Bekker et al., 1974, pp. 1663-1666.
"Carbonation of Ortho-Meta- And Paratrifluoromethylphenyllithium Compounds", Soloski et al., Journal of Organometallic Chemistry, 157 (1978), 373-377.

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