Process for preparing a S-trialkoxy benzene

Details Process for preparing a S-trialkoxy benzene Process for preparing a S-trialkoxy benzene

1976-07-23

1978-07-25

Helfin, Bernard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C 4104

Patent

active

041029330

ABSTRACT:
A 1,3,5-trialkoxy benzene having 1-2 carbon atoms in each of the alkoxy-groups is prepared at high overall yields, with minimal formation of hazardous or polluting by-products, by reacting 1,3,5-tribromo benzene with an alkalimetal alcoholate having 1-3 carbon atoms in the molecule in the presence of a copper salt, e.g. cuprous iodide or cupric chloride, and an aprotic solvent such as e.g. dimethylformamide. The product is readily recovered from the reaction mixture in an overall yield as high as 90%.

REFERENCES:
patent: 2803664 (1957-08-01), Redman
patent: 2949488 (1960-08-01), Rocklin
patent: 3032594 (1962-05-01), Towle
Rubin et al., JACS, vol. 75 (1953), 2517-2519.
Johnson et al., C.A., vol. 34 (1940), 3679.
Benington et al., C.A., vol. 49 (1955), 3208.
McKillop et al., Synthetic Communications, vol. 4 (1974), pp. 35-43.

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