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    • 2. 发明授权
    • Process for producing 3,4-dihydrocoumarin derivatives
    • 3,4-二氢香豆素衍生物的制备方法
    • US5237075A
    • 1993-08-17
    • US839285
    • 1992-02-24
    • Tamio ShirafujiKiyomi SakaiKensen OkusakoItaru KawataYasumoto SimazuTetuya Suzuta
    • Tamio ShirafujiKiyomi SakaiKensen OkusakoItaru KawataYasumoto SimazuTetuya Suzuta
    • C07D311/10C07D311/20
    • C07D311/10C07D311/20
    • A process for producing a 3,4-dihydrocoumarin compound represented by formula (II): ##STR1## wherein R.sub.1 to R.sub.4 are as defined in the specification, comprising the steps of:(1) heating a 3-(2-cyclohexanoyl)propionic acid ester compound represented by formula (I): ##STR2## wherein R.sub.1 R.sub.5 are as defined in the specification, in the presence of at least one solid metal catalyst, thereby to allow said compound of formula (I) to undergo ring formation and dehydrogenation to yield said 3,4-dihydrocoumarin compound of formula (II) and, as a by-product, a coumarin compound represented by formula (III): ##STR3## wherein R.sub.1 to R.sub.4 are as defined above; (2) adding a catalyst which is as defined above to said reaction mixture, or bringing said reaction mixture into contact with oxygen to activate said catalyst used in said ring formation and dehydrogenation, without separating said coumarin compound from the reaction mixture that has undergone said ring formation and dehydrogenation; and(3) partially hydrogenating said by-product coumarin compound in said reaction mixture with hydrogen so as to convert said coumarin compound to a 3,4-dihydrocoumarin compound.
    • 制备由式(II)表示的3,4-二氢香豆素化合物的方法:其中R 1至R 4如说明书中所定义,其包括以下步骤:(1)加热3-(2- 环己酰基)丙酸酯化合物:其中R1 R5如说明书中所定义,在至少一种固体金属催化剂存在下,从而使所述式(I)化合物与式 进行环形成和脱氢,得到式(II)的3,4-二氢香豆素化合物,作为副产物,由式(III)表示的香豆素化合物:其中R 1至R 4为 以上定义 (2)向所述反应混合物中加入如上定义的催化剂,或使所述反应混合物与氧接触以活化所述环形成和脱氢中使用的所述催化剂,而不将所述香豆素化合物与已经经历所述反应混合物的反应混合物分离 环形成和脱氢; 和(3)用氢将所述反应混合物中的所述副产物香豆素化合物部分氢化,以将所述香豆素化合物转化为3,4-二氢香豆素化合物。