Process for preparing fluorinated benzyl alcohols and fluorinate

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

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568433, 568814, C07C 4563

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061275816

ABSTRACT:
Fluorinated benzaldehydes are obtainable in a simple and inexpensive manner and in significantly improved yields when chlorinated benzaldehydes are reacted with alkali metal fluorides at temperatures in the range from about 130 to 200.degree. C. in the presence of less than about 2 mol % of quaternary phosphonium salts, based on chlorine atoms to be replaced, at initial concentrations of more than 2.5 mol of the chlorinated benzaldehydes per kg of dipolar aprotic solvent. Fluorinated benzaldehydes obtained in this way can advantageously be hydrogenated with hydrogen in the presence of noble metal catalysts to give fluorinated benzyl alcohols.

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patent: 5227531 (1993-07-01), Metz et al.
J. English et al: "The Synthesis of 3,5-difluoro- and 3-fluoro-5-iodo-dl-tyrosine", J. American Chem. Soc., Bd. 62, 1949, Seite 350-353 XP002124525.
Harrison et al, Compendium of Organic Synthetic Methods, pp. 80-84, 1971.

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