1,7-Octadiene synthesis

Details 1,7-Octadiene synthesis 1,7-Octadiene synthesis

1978-12-13

1983-03-22

Warren, Charles F.

Chemistry of hydrocarbon compounds

Unsaturated compound synthesis

By addition of entire unsaturated molecules, e.g.,...

585511, 585514, 585527, C07C 600

Patent

active

043777198

ABSTRACT:
A process for preparing 1,7-octadiene by dimerizing butadiene in the presence of a catalytic amount of palladium acetate and a tertiary phosphine, a solvent in an amount sufficient to dissolve the catalyst, a strong base and formic acid, wherein: (a) the molar ratio of the strong base to the formic acid is 1:1-2, (b) the mole ratio of tertiary phosphine to palladium is at least 1, (c) the amount of strong base present is such that the pH of the reaction medium is from 7.5 to 10.5 and (d) the solvent is at least one member selected from the group consisting of aromatic hydrocarbons, lower alkyl substituted aromatic hydrocarbon, halogenated aromatic hydrocarbons, halogenated lower aliphatic hydrocarbons, nitriles, amides, dilower alkyl ethers, lower alkyl phenyl ethers, lower alkyl esters of lower alkanoic acids, ketones and lower alkanols.

REFERENCES:
patent: 3732328 (1973-05-01), Wright
patent: 3823199 (1974-07-01), Wright
patent: 3970592 (1976-07-01), Ploner
patent: 3987009 (1976-10-01), Young
Roffin et al., J. Organo Metallic Chem., 55, 405-407 (1973).
Gardner et al., Tetrahedron Letters No. 2, pp. 163-164 (1972).

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