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    • 10. 发明公开
    • Cis-configurational unsaturated ester, process for producing the same, and fragrance composition containing the same
    • 与顺式结构的不饱和酯,其制备方法,以及含有它们的加臭剂的组合物
    • EP0950652A1
    • 1999-10-20
    • EP99106205.0
    • 1999-04-12
    • Kuraray Co., Ltd.
    • Mayahara, Kunio, c/o KURARAY CO., LTD.Mori, Toshiki, c/o KURARAY CO., LTD.Tamai, Yoshin, c/o KURARAY CO., LTD.
    • C07C69/145C11B9/00C07C67/08C07C29/36C07C33/30A61K7/46
    • C11B9/0061C07B2200/09C07C29/36C07C33/30C07C69/007C11B9/0019C07C33/025
    • The present invention provides a cis -configurational unsaturated ester represented by the formula (1)
         (where R is a methyl group or a phenyl group, and n is 1 or 2)
      and also provides a fragrance composition containing the cis -configurational unsaturated ester in an effective amount. The cis -configurational unsaturated ester represented by the formula (1) can be produced by

      reacting a cyclic vinyl ether represented by the formula (2a)
         (where n is defined as above) with a Grignard reagent represented by the formula (3a)

              RMgX     (3a)

      (where R is defined as above, and X is a chlorine atom, a bromine atom or an iodine atom)
      in the presence of a triarylphosphine and not more than 0.05 mol of a nickel compound per one mole of the cyclic vinyl ether represented by the formula (2a) to give a cis -configurational unsaturated alcohol represented by the formula (4a)
         (where n and R are defined as above); and
      subjecting this cis -configurational unsaturated alcohol to acylation with acetic acid or a derivative thereof to give the cis -configurational unsaturated esters represented by the formula (1).
    • 本发明提供由式(1)(其中R是甲基或苯基,和n是1或2>,因此提供的香料组合物包含顺式构型为代表的顺式构型不饱和酯 在有效量的不饱和酯。该顺式构型不饱和酯由下式表示(1)可以通过与格氏起反应由式(2a)(其中n如上所定义)表示的环状乙烯醚产生 试剂由式(3a)表示MGX(其中R如上所定义,并且X是氯原子,在三芳基膦的存在下,溴原子或碘原子>的并且不大于12:05摩尔镍化合物,并选择一个 由式(2a)所示的环状乙烯醚的摩尔,得到一种由式(4a)代表的顺式构型不饱和醇(其中n和R如上所定义);以及使该顺式构型不饱和醇 与酰化化醋 C酸或其衍生物,得到由式(1)表示的顺式构型不饱和酯。