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    • 8. 发明授权
    • Process for preparing racemic alkyl-5-halopent-4-enecarboxylic acids or carboxylic esters
    • 制备外消旋烷基-5-卤代-4-烯羧酸或羧酸酯的方法
    • US07550626B2
    • 2009-06-23
    • US11995553
    • 2006-07-03
    • Peter PojarlievGerhard SteinbauerChristian Burger
    • Peter PojarlievGerhard SteinbauerChristian Burger
    • C07C69/62C07C53/15
    • C07C51/09C07C67/32C07C67/343C07C57/52C07C69/65
    • A process for preparing racemic alkyl-5-halopent-4-enecarboxylic acids and esters thereof of the formula (I), in which R is a C1-C6-alkyl radical, R1 is H or C1-4-alkyl and X is chlorine, bromine or iodine, which comprises a) reacting a dialkyl alkylmalonate of the formula (II),in which R is as defined above and R2 is a C1-C4-alkyl radical, in the presence of a metal alkoxide of the formula MOR3, in which M may be Na, K or Li, and R3 is a C1-C4-alkyl radical, and in an organic solvent, with 1,3-dihalopropene to give the corresponding allylated malonate, then b) after full conversion, adding an inorganic salt and a C1-C6 alcohol to the reaction mixture, heating the reaction mixture to reflux temperature, then c) isolating the desired racemic ester of the formula (I) from the reaction mixture by extraction or direct distillation and d) if the racemic acid is the desired end product, hydrolyzing the ester function.
    • 制备式(I)的外消旋烷基-5-卤代-4-甲酸及其酯的方法,其中R是C1-C6-烷基,R1是H或C1-4 - 烷基,X是氯 溴或碘,其包括:a)在式MOR 3的金属醇盐存在下使式(II)的烷基丙二酸二烷基酯(其中R如上定义,R 2是C 1 -C 4 - 烷基) 其中M可以是Na,K或Li,R3是C1-C4-烷基,在有机溶剂中与1,3-二卤丙烯反应,得到相应的烯丙基化丙二酸酯,然后b)完全转化后,加入 无机盐和C 1 -C 6醇反应混合物,将反应混合物加热至回流温度,然后c)通过萃取或直接蒸馏从反应混合物中分离所需的式(I)外消旋酯,和d)如果外消旋 酸是所需的最终产物,水解酯的功能。
    • 9. 发明申请
    • Process for Preparing Racemic Alkyl-5-Halopent-4-Enecarboxylic Acids or Carboxylic Esters
    • 制备外消旋烷基-5-卤代-4-烯羧酸或羧酸酯的方法
    • US20080207943A1
    • 2008-08-28
    • US11995553
    • 2006-07-03
    • Peter PojarlievGerhard SteinbauerChristian Burger
    • Peter PojarlievGerhard SteinbauerChristian Burger
    • C07C69/65C07C57/52C07C67/00C07C51/00
    • C07C51/09C07C67/32C07C67/343C07C57/52C07C69/65
    • A process for preparing racemic alkyl-5-halopent-4-enecarboxylic acids and esters thereof of the formula (I), in which R is a C1-C6-alkyl radical, R1 is H or C1-4-alkyl and X is chlorine, bromine or iodine, which comprises a) reacting a dialkyl alkylmalonate of the formula (II),in which R is as defined above and R2 is a C1-C4-alkyl radical, in the presence of a metal alkoxide of the formula MOR3, in which M may be Na, K or Li, and R3 is a C1-C4-alkyl radical, and in an organic solvent, with 1,3-dihalopropene to give the corresponding allylated malonate, then b) after full conversion, adding an inorganic salt and a C1-C6 alcohol to the reaction mixture, heating the reaction mixture to reflux temperature, then c) isolating the desired racemic ester of the formula (I) from the reaction mixture by extraction or direct distillation and d) if the racemic acid is the desired end product, hydrolyzing the ester function.
    • 制备式(I)的外消旋烷基-5-卤代-4-甲酸及其酯的方法,其中R是C 1 -C 6 - 烷基,R 1是H或C 1-4 - 烷基,X是氯,溴或碘,其包括:a)使式(II)的烷基丙二酸二烷基酯 ),其中R如上所定义,R 2是C 1 -C 4 - 烷基,在金属的存在下 式MOR 3的醇盐,其中M可以是Na,K或Li,R 3是C 1 -C 3 在有机溶剂中与1,3-二卤代丙烯反应,得到相应的烯丙基化丙二酸酯,然后b)完全转化后,加入无机盐和C 1 H 2 向反应混合物中加入反应混合物,加热反应混合物至回流温度,然后c)通过萃取或直接蒸馏从反应混合物中分离所需式(I)外消旋酯,d )如果比赛 麦克酸是所需的最终产物,水解酯的功能。