Process for producing cyclohexadiene thioether

Details Process for producing cyclohexadiene thioether Process for producing cyclohexadiene thioether

1988-12-22

1990-05-15

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560 18, 560126, 562432, 562507, C07C 6730

Patent

active

049259709

ABSTRACT:
A process for production of an alkylthiobenzoate comprising reacting a cyclohexenone having the formula ##STR1## in which R.sub.1 is C.sub.1 -C.sub.6 alkyl; X is alkyl or unsubstituted alkyl; and Y is hydrogen, halogen or alkyl, with a mercaptan having the formula R.sub.2 SH in which R.sub.2 is C.sub.1 -C.sub.4 alkyl, preferably in the presence of an acid catalyst, to form a cyclohexadiene thioether, and dehydrogenating the thioether to produce a thioalkylbenzoate.
The thioalkylbenzoate may be further converted by oxidation and/or hydrolysis to a corresponding thioalkyl, alkylsulfinyl or alkylsulfonyl benzoic acid.

REFERENCES:
patent: 3277181 (1966-10-01), Hechenbleikner et al.
patent: 3825549 (1979-07-01), Yale et al.
patent: 4692545 (1987-09-01), Carter
patent: 4704467 (1987-11-01), Wehrenberg
March, Advanced Organic Chemistry, McGraw-Hill Book Company, New York, 1977, p. 922.
Chinoin Gyogyszer, CA44:4047i (1949).
Kendall et al., CA 42:4763i (1947).
Akiyama, Bull. Chem. Soc. Japan, vol. 50, pp. 936-938 (1977).
Mukaiyama et al., Chemistry Letters, pp. 479-482 (1973).
Campaigne et al., J.A.C.S., vol. 76, pp. 1272-1275 (1984).
Romo et al., J.A.C.S., vol. 73, pp. 1528-1533 (1951).
Rosenkranz et al., J.A.C.S., vol. 71, pp. 3689-3694 (1949).
Seitz et al., Arch. Pharm., No. 315, pp. 169-174 (1982).
Ladika et al., J. Org. Chem., vol. 50, pp. 4544-4548, (1985).
Begbie et al., J. Chem. Soc., Perkin Trans. I, pp. 602-605, (1977).
van der Veen et al., J. Chem. Soc., Perkin Trans. I, pp. 661-668, (1985).
Kharasch, Campaigne, vol. 1, pp. 134-145, (Pergamon Press, N.Y., 1961).
Reid, "Organic Chemistry of Bivalent Sulfur", vol. 3, pp. 320-348, Chemical Publishing Co., N.Y., 1960.

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