Preparation of unsaturated diester precursor for sebacic acid

Details Preparation of unsaturated diester precursor for sebacic acid Preparation of unsaturated diester precursor for sebacic acid

1979-09-28

1981-11-10

Trousof, Natalie

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

Organic compounds

Carboxylic acid esters

252431C, C07C 67465

Patent

active

042999766

ABSTRACT:
A process for producing an unsaturated diester useful as a precursor for sebacic acid which comprises contacting, in a reaction inert medium, methyl penta-2,4-dienoate at a temperature of 30 to 150.degree. C. under an inert atmosphere with a catalytic amount of a homogeneous palladium (II) complex of the formula ##STR1## wherein Q is phosphorous or arsenic; R is alkyl, trichloroalkyl, tribromoalkyl or trifluoroalkyl having from 1 to 6 carbon atoms or aryl having 6 to 12 carbon atoms and R' is alkyl, aminoalkyl or alkoxy having 1 to 6 carbon atoms or aryl or aryloxy having 6 to 12 carbon atoms.
The foregoing precursor may subsequently be hydrogenated to dimethyl sebacate and sebacic acid may then be obtained by acid-catalyzed hydrolysis of dimethyl sebacate.

REFERENCES:
patent: 3547975 (1970-12-01), Arad et al.
patent: 3939219 (1976-02-01), Wilkinson
Zakharkin, L. I. et al. Izv. Akad. Naut. SSSR, Ser. Khim. (1976).
Chemical Abstracts, vol. 86 (1977) #16798c, p. 3638CS.
Araki, Takaaki et al. Japanese Pat. 75-16,763 (1975) See Chemical Abstracts vol. 83, 192521s (1975).
Bestmann, Hans J. et al. German 1,300,565 (1969) See Chemical Abstracts, vol 71, #91098t (1969).
Katagiri, Takao et al. Nippon Kagaku Kaishi (1977) No. 11 pp. 1742-1743, See Chemical Abstracts vol. 88 #50245w (1978).

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