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    • 2. 发明授权
    • Preparation of compounds containing two conjugated double bonds cis-cis
and cis-trans
    • 含有两个共轭双键的顺式 - 顺式和顺式 - 反式的化合物的制备
    • US4317905A
    • 1982-03-02
    • US41064
    • 1979-05-21
    • Pietro MassardoGiorgio CassaniPaolo Piccardi
    • Pietro MassardoGiorgio CassaniPaolo Piccardi
    • B01J23/00B01J27/00B01J27/122B01J31/00B01J31/02C07B61/00C07C1/00C07C1/32C07C5/08C07C5/09C07C11/12C07C11/28C07C29/128C07C29/42C07C67/00C07C69/145C07D309/12C07C1/36C07C41/48C07C67/08C07C67/14
    • C07D309/12C07C1/326C07C11/12C07C29/128C07C29/42C07C67/14C07B2200/09Y02P20/55
    • A process is disclosed for preparing aliphatic compounds containing two conjugated double bonds cis-cis or cis-trans, characterized in that a compound of the general formula ##STR1## (in which R is H, alkyl from C.sub.1 to C.sub.10, or OY in which Y is a protective group selected from the class consisting of tetrahydropyranyl and 1-ethoxyethyl; X is an ester function selected from the class consisting of the acetates) is reacted with an alkyl-magnesium halide of the general formula:Z--Mg--R.sup.1 (II)(in which Z is chlorine, bromine or iodine, and R.sup.1 is a C.sub.1 -C.sub.10 alkyl group, or a group (CH.sub.2).sub.n OY in which Y has the same meaning as in formula (I), and n is a number from 3 to 10) in the presence of Li.sub.2 CuCl.sub.4, CuCl, CuBr, or CuI at temperatures ranging from about -30.degree. to +10.degree. C. in the presence of ethyl ether or tetrahydrofuran as solvent, to obtain an aliphatic compound of the general formula:R--CH.sub.2 --C.tbd.C--CH.dbd.CH--CH.sub.2 R.sup.1 (III)in which the carbon atoms linked with the double bond carry two hydrogen atoms in cis position, and reducing the triple bond of (III) with lithium-aluminum hydride to produce the trans-cis compound, or reducing (III) with dialkylborane or catecholborane to produce the cis-cis compound.
    • 公开了一种制备含有两个共轭双键顺式或顺式 - 反式的脂族化合物的方法,其特征在于通式为(I)的化合物(其中R为H,C1至C10的烷基或 OY,其中Y是选自四氢吡喃基和1-乙氧基乙基的保护基; X是选自乙酸酯的酯官能团)与通式Z-Mg的烷基卤化镁反应 -R1(II)(其中Z为氯,溴或碘,R1为C1-C10烷基或Y为与式(Ⅰ)中相同含义的基团(CH 2)n OY),n为 在三乙胺或四氢呋喃作为溶剂的存在下,在约-30℃〜+ 10℃的温度范围内,在Li2CuCl4,CuCl,CuBr或CuI存在下,为3〜10的数,得到脂肪族化合物 其中与双键连接的碳原子携带两个氢原子的通式为:R-CH 2 -C 3 CON C-CH = CH-CH 2 R 1(III) (III)与三氢化铝锂的三键还原以产生反式顺式化合物,或用二烷基硼烷或儿茶酚硼烷还原(Ⅲ)以产生顺式 - 顺式化合物。