Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1978-08-28
1980-11-04
Brust, Joseph Paul
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
2604651, 26034674, 560152, 560154, 564192, C07C12000, C07C12116, C07C12120, C07C14920
Patent
active
042319560
ABSTRACT:
The process of preparing thioethers by reacting aliphatic thioalcohols, e.g., mercaptans, including hydrogen sulfide with activated, alpha, beta unsaturated compounds ##STR1## capable of participating in the Michael Addition Rection* in which X is a suitable electron withdrawing group. The Addition, which is carried out in the presence of a catalytic base is greatly improved with respect to minimizing formation of side products by utilizing a specially selected catalyst comprising one or more cyclic tertiary nitrogen compounds having an excellent balance between reactivity and selectivity. The preparation of thioethers from acrylic acid derivatives especially esters (CH.sub.2 .dbd.CH--COOR', R'=C.sub.1 --C.sub.8) is preferred. The preparation of the dimethyl ester of 3,3'-thiodipropionic acid to result in dimethylthiodipropionate of relatively high purity is especially preferred.
REFERENCES:
patent: 2163176 (1939-06-01), Keyssner
patent: 2268185 (1941-12-01), Burke et al.
patent: 2416052 (1947-02-01), Gribbins
patent: 3194830 (1965-07-01), Dann et al.
patent: 3502708 (1970-03-01), Thoma et al.
patent: 4052440 (1977-10-01), Gladstone et al.
Bridges Wilbur L.
Sullivan, III Daniel S.
Brust Joseph Paul
Exxon Research & Engineering Co.
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