.alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid ester; its i

Details .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid ester; its i .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid ester; its i

1996-03-12

1998-09-15

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560100, 549550, 549532, C07C 6976, C07D30302

Patent

active

058081321

ABSTRACT:
Heptafluoroisobutenyl methyl ether having the following formula: ##STR1## is oxidized with ozone to produce perfluoro(2-methyl-1,2-epoxy-propyl) methyl ether. The resulting intermediate compound is allowed to react with an aromatic compound ArH to produce .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid methyl ester having the following formula: ##STR2## By hydrolysis, decarboxylation and further hydrolysis of the ester compound, .alpha.,.alpha.-bis(trifluoromethyl)arylacetic acid for use as raw materials for medicines, agricultural chemicals, liquid crystals, etc. or reagents for determining an optical purity can be obtained.

REFERENCES:
Chem Abst 91: 56281 1978.
Aaron, C., et al., "The Resolution and Configuration of .alpha.-Substituted Phenylacetic Acids", J. Org. Chem., 32, pp. 2797-2803, 1967.
Everett, T.S., et al., "Preparation of .alpha.Trifluoromethyl Esters from Melonic Esters," J. Org. Chem., 49, pp. 3702-3706, 1984.
Muzard, M., et al., "Fluorinated Ketene Dithioacetals; 1, Preparation and Application to the synthesis of .alpha.-Trifluoromethylthiocarboxylic S-Esters and Aldehyde Derivatives", Synthesis, pp. 965-968, Oct. 1992.
Middleton, W.J., et al., "The Synthesis of Antiinflammatory .alpha.-(Trifluoromethyl) Arylacetic Acids", Journal of Fluorine Chemistry, 22, pp. 561-574, 1983.
"Spring Annual Meeting Preprints II", The Chemical Society of Japan, N.69, p., 1080, published Mar. 13, 1995 (ISSN 0285-7626).

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