Process for the preparation of aryl trifluoromethyl ethers

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

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558423, 558424, 564441, 564442, C07C 8514

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049508024

ABSTRACT:
A novel method for the preparation of aryl trifluoromethyl ethers which comprises reacting a phenol, a perhalomethane, and an antimony pentahalide. For example, 4-nitrophenol may be reacted with an excess over stoichiometry of both carbon tetrachloride and antimony trifluoride with a catalytic amount of antimony pentachloride to form 4-nitrophenyl trifluoromethyl ether.

REFERENCES:
patent: 4093665 (1978-06-01), Belous et al.
patent: 4157344 (1979-06-01), Feiring
patent: 4207266 (1980-06-01), Opie
patent: 4600787 (1986-07-01), Marhold et al.
patent: 4620040 (1986-10-01), Alsop
R. Chambers, "Preparation of Highly Fluorinated Compounds", Fluorine In Organic Chemistry, pp. 14-21, (1973).
A. Feiring, "Chemistry in Hydrogen Fluoride. 7. A Novel Synthesis of Aryl Trifluoromethyl Ethers", 44 J. Org. Chem., pp. 2907-2910, (1979).
A. Barbour et al., "The Preparation of Organic Fluorine Compounds by Halogen Exchange", Advances in Fluorine Chemistry, pp. 181-270, (1963).

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