Method of making trichloromethoxybenzene

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

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568656, 20415748, 20415764, C07C 8514

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active

057736685

ABSTRACT:
Disclosed is a method of making trichloromethoxybenzene. A mixture is prepared of anisole and a source of chlorine free radicals, such as chlorine or sulfuryl chloride. The reaction is performed in a solvent, which can be either benzotrifluoride, orthochlorobenzotrifluoride, metachlorobenzotrifluoride, parachlorobenzotrifluoride, or dichlorobenzotrifluoride. The mixture is exposed to actinic radiation, such as ultraviolet light, which generates the chlorine free radicals.

REFERENCES:
patent: 5440051 (1995-08-01), Marhold et al.
patent: 5484932 (1996-01-01), Marhold
"Formation of Dichloromethyl Phenyl Ethers As Major Products In The Photo-Reimer-Tiemann Reaction Without Base," by M. Consuelo Jimenez et al, in Tetrahedron, vol. 51, No. 20, pp. 5825-5830 (1995).
"Selective Side-Chain Chlorination of Methoxybenzenes," by Robert Louw and Peter W. Franken, in Chemistry and Industry (London), No. 3, pp. 127 Feb. 5, 1977.
"Photochemical Chlorination With Sulfuryl Chloride VII.* Chlorination of Anisole," by M. G. Voronkov et al., translated from Zhurnal Organicheskoi Khimii, vol. 7, No. 7, pp. 1438-1440, Jul., 1971.
Curran et al; J.Org.Chem. 62, 450-451, 1997.

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