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    • 1. 发明授权
    • Process for producing alkenals and intermediates therefor
    • 生产枸杞子和其中间体的方法
    • US3920755A
    • 1975-11-18
    • US51556974
    • 1974-10-17
    • INT FLAVORS & FRAGRANCES INC
    • SCHREIBER WILLIAM LPITTET ALAN O
    • C11B9/00C07C43/30
    • C07C45/45C07C45/004C07C45/515C07C45/62C07C45/67C11B9/0015C07C49/255C07C47/20C07C47/21
    • Processes for producing novel 2-alkylidene-3-alkynals and 2alkylidene-3-alkenals which comprise reacting an alkyl metallo acetylide with a dialkoxy acetonitrile or a dialkoxy dialkyl acetamide to form an imine salt, hydrolyzing the imine salt to form a 1,1-dialkoxy-3-alkyn-2-one, alternatively (a) first treating the alkynone with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkyne, and then either (1) hydrolyzing the dialkoxy alkylidene alkyne to form a novel aldehyde, an alkylidene alkynal, and if desired, reducing the triple bond of the alkylidene alkynal to a double bond to obtain the corresponding alkylidene alkenal or (2) first reducing the dialkoxy alkylidene alkyne to form a 1,1dialkoxy-2-alkylidene-3-alkene and if desired then hydrolyzing said 1,1-dialkoxy-2-alkylidene-3-alkene to form the desired 2alkylidene-3-alkenal; or (b) first reducing the alkynone to form a 1,1-dialkoxy-3-alken-2-one and then treating the 1,1-dialkoxy3-alken-2-one with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkene and, if desired, then hydrolyzing said dialkoxy alkylidene alkene to form the desired 2-alkylidene-3-alkenal; together with novel alkylidene alkynals and acetals thereof so produced.
    • 4. 发明授权
    • Processes for producing alkenals and intermediates therefor
    • 生产烯烃及其中间体的方法
    • US3922309A
    • 1975-11-25
    • US38357973
    • 1973-07-30
    • INT FLAVORS & FRAGRANCES INC
    • SCHREIBER WILLIAM LPITTET ALAN O
    • A23L27/20C07C47/02
    • C07C47/20A23L27/2024C07C45/004C07C45/45C07C45/515C07C45/62C07C45/67C07C49/255C07C47/21
    • Processes for producing novel 2-alkylidene-3-alkynals and 2alkylidene-3-alkenals which comprise reacting an alkyl metallo acetylide with a dialkoxy acetonitrile or a dialkoxy dialkyl acetamide to form an imine salt, hydrolyzing the imine salt to form a 1,1-dialkoxy-3-alkyn-2-one, alternatively (a) first treating the alkynone with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkyne, and then either (1) hydrolyzing the dialkoxy alkylidene alkyne to form a novel aldehyde, an alkylidene alkynal, and if desired, reducing the triple bond of the alkylidene alkynal to a double bond to obtain the corresponding alkylidene alkenal or (2) first reducing the dialkoxy alkylidene alkyne to form a 1,1dialkoxy-2-alkylidene-3-alkene and if desired then hydrolyzing said 1,1-dialkoxy-2-alkylidene-3-alkene to form the desired 2alkylidene-3-alkenal; or (b) first reducing the alkynone to form a 1,1-dialkoxy-3-alken-2-one and then treating the 1,1-dialkoxy3-alken-2-one with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkene and, if desired, then hydrolyzing said dialkoxy alkylidene alkene to form the desired 2-alkylidene-3-alkenal; together with novel alkylidene alkynals and acetals thereof so produced.
    • 包括使烷基金属乙炔化物与二烷氧基乙腈或二烷氧基二烷基乙酰胺反应形成亚胺盐,水解亚胺盐形成1,1-亚烷基-3-炔烃和2-亚烷基-3-烯烃的方法, (a)首先用亚烷基三取代的正膦或亚烷基磷三酰胺或烷基磷酰胺阴离子化合物处理炔炔,得到二烷氧基亚烷基炔,然后将(1 )水解二烷氧基亚烷基炔以形成新的醛,亚烷基炔烃,如果需要,将亚烷基炔烃的三键还原成双键以获得相应的亚烷基链烯基,或(2)首先还原二烷氧基亚烷基炔以形成 1,1-二烷氧基-2-亚烷基-3-烯烃,如果需要,然后水​​解所述1,1-二烷氧基-2-亚烷基-3-烯烃以形成所需的2-亚烷基-3-烯烃; 或(b)首先将炔炔还原形成1,1-二烷氧基-3-烯-2-酮,然后用亚烷基三取代的正膦或1,1-二烷氧基-3-烯烃-2-酮处理1,1-二烷氧基-3-烯-2-酮 亚烷基磷三酰胺或烷基磷酰胺阴离子化合物,以提供二烷氧基亚烷基烯烃,如果需要,然后水​​解所述二烷氧基亚烷基烯以形成所需的2-亚烷基-3-链烯酸; 以及如此制备的新型亚烷基炔和它们的缩醛。