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Improvements in and relating to effecting diels-alder reactions
Improvements in and relating to effecting diels-alder reactions
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机译：进行狄尔斯-阿尔德反应的方法及其相关改进
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摘要
Diels-Alder reactions between a conjugated diolefinic compound and an olefinic compound at -10 to 195 DEG C. to form a cyclic olefin are effected in the presence of a bis (cyclopentadienyl) cobalt compound to inhibit polymerization of the diolefinic compound. The conjugated diene, the dimer of which is obtained as byproduct, may have alkyl, aryl or aralkyl, substituents and may be butadiene, isoprene, pentadiene -1, 3, hexadiene -2, 4 2, 3- dimenthylbutadiene, 1- phenylbutadiene, 2- phenylbutadiene, cyclopentadiene or methylcyclopentadiene. Substituents in the olefinic compound may be alkenyl, aryl or aralkyl, examples being butadiene, styrene, dicyclopentadiene, and vinyl cyclohexene. Substituents reactive with the cobalt compound should not be present. The mol ratio of diene to olefin may be 1:10 to 10:1. The cyclopentadiene nucleus in the cobalt compound may contain alkyl groups and the compound is used in amounts of 0,01-5% by weight of olefins. A solvent, e.g. heptane or benzene, may be present and the reaction is effected under an inert atmosphere, e.g. nitrogen. Examples refer to (1) the dimerization of butadiene to vinylcyclohexene, (3) the reaction of butadiene and styrene to give vinylcyclohexene and 1, 2, 5, 6-tetrahydropdiphenyl (5) the reaction of butadiene and dicyclopentadiene to give vinylcyclohexene, vinylbicycloheptene, bicyclononadiene, and 9-vinyltetracyclododecene-3.ALSO:Diels-Alder reactions between a conjugated diolefinic compound and an olefinic compound at -10 to 195 DEG C. to form a cyclic olefinic compound are effected in the presence of a bis(cyclopentadienyl) cobalt compound to inhibit polymerization of the diolefinic compound. The conjugated diene, the dimer of which is obtained as by-product, may have alkyl, aryl, aralkyl, alkoxy, acyl or alkylate substituents and may be butadiene, isoprene, pentadiene -1,3, hexadiene -2,4 2,3- dimethylbutadiene, 1- phenylbutadiene, 2- phenylbutadiene, 2- methoxybutadiene cyclopentadiene or methylcyclopentadiene. Substituents in the olefinic compound may be alkenyl, aryl, aralkyl, alkoxy, aldehyde, acyl or alkylate, examples being butadiene, styrene, vinyl acetate, crotonaldehyde, methyl vinyl ether, methyl vinyl ketone, vinyl naphthalene, dicyclopentadiene, and vinyl cyclohexane. Substituents reactive with the cobalt compound should not be present. The mol ratio of diene to olefin may be 1 : 10 to 10 : 1. The cyclopentadiene nucleus in the cobalt compound may contain alkyl groups and the compound is used in amounts of 0.01-5% by weight of olefins. A solvent, e.g. heptane or benzene, may be present and the reaction is effected under an inert atmosphere, e.g. nitrogen.
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