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    Preparation of compounds of the 4-oxodamascone series, and novel scents from this class of compounds
    11.
    发明授权
    Preparation of compounds of the 4-oxodamascone series, and novel scents from this class of compounds 失效
    4-氧代雄酮系列化合物的制备，以及这类化合物的新颖香味

    公开(公告)号：US4550211A

    公开(公告)日：1985-10-29

    申请号：US588882

    申请日：1984-03-12

    Applicant: Lothar Janitschke ,  Werner Hoffmann

    Inventor： Lothar Janitschke ,  Werner Hoffmann

    IPC: A23L2/56 ,  A23L27/20 ,  A23L27/29 ,  C07C45/29 ,  C07C45/42 ,  C07C49/603 ,  C07C49/647 ,  C07C49/713 ,  C07C49/743 ,  C07C69/00 ,  C07C69/145 ,  C07C403/00 ,  C07C403/14 ,  C11B9/00 ,  C11D3/50

    CPC classification number: C11B9/0034 ,  C07C45/29 ,  C07C45/292 ,  C07C45/42 ,  C07C49/603 ,  C07C49/647 ,  C07C49/713 ,  C07C49/743

    Abstract: Process for the preparation of the compounds of the formulae Ia and Ib ##STR1## wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb ##STR2## is treated with a strong aqueous acid at from 30.degree. to 80.degree. C., preferably 40.degree. to 70.degree. C.,B. the resulting ketone of the formula IIIb ##STR3## is oxidized in a conventional manner, and C. if desired, the resulting compound Ib is isomerized in a conventional manner.Compounds of the formula A ##STR4## where R is one of the following radicals: --CH(OH)--CH.sub.2 --CH.dbd.CH.sub.2 (IIIb), --CH(OH)--CH.sub.3 (IIIc), --CH.sub.2 OH (IIId), --CH(OH)--CH.dbd.CH.sub.2 (IIIe), --CH(OCOCH.sub.3)--CH.sub.3 (IIIf), --CH.sub.2 --OCOCH.sub.3 (IIIg), --CO--CH.sub.2 --CH.dbd.CH.sub.2 (Ib), --CO--CH.sub.3 (Ic) and --CO--CH.dbd.CH.sub.2 (Ie).The compounds IIIb to IIIg, Ib, Ic and Ie are useful scents and aromas, and furthermore may become important intermediates for novel carotenoids. They can be prepared in a relatively simple manner from compounds which are very readily available.

    Abstract translation: 用于制备式Ia和Ib化合物的方法其中式IIb（IIb）的2,4-二甲基环己-2-烯-1-酮肟用强的 在30℃至80℃，优选40℃至70℃的条件下加入酸水溶液.B。所得到的式IIIb（IIIb）的酮以常规方式被氧化，如果需要，C 得到的化合物1b以常规方式异构化。 -CH（OH）-CH 2 -CH = CH 2（IIIb），-CH（OH）-CH 3（IIIc），-CH 2 OH（IIId）的化合物其中R是下列基团之一： ），-CH（OH）-CH = CH 2（IIIe），-CH（OCOCH 3）-CH 3（IIIf），-CH 2 -OCOCH 3（IIIg），-CO-CH 2 -CH = CH 2 （Ic）和-CO-CH = CH 2（Ie）。 化合物IIIb至IIIg，Ib，Ic和Ie是有用的香味和香味，此外可成为新类胡萝卜素的重要中间体。 它们可以以相对简单的方式从非常容易获得的化合物制备。

    Preparation of .alpha.- and .beta.-cyclocitral, and the N-methylaldimines of these compounds
    12.
    发明授权
    Preparation of .alpha.- and .beta.-cyclocitral, and the N-methylaldimines of these compounds 失效
    制备α-和β-环内酯，以及这些化合物的N-甲基醛亚胺

    公开(公告)号：US4358614A

    公开(公告)日：1982-11-09

    申请号：US279802

    申请日：1981-07-02

    Applicant: Lothar Janitschke ,  Werner Hoffmann

    Inventor： Lothar Janitschke ,  Werner Hoffmann

    IPC: C07C45/51 ,  C07C47/42 ,  C07C119/00 ,  C07C45/00

    CPC classification number: C07C47/42 ,  C07C45/516

    Abstract: An improved process for the preparation of cyclocitrals of the general formula I ##STR1## via the novel N-methylaldimines of the general formula II ##STR2## and the novel N-methylaldimines of the formula II. The cyclocitrals of the formula I are obtained in yields of 80-90%, based on citral employed. The compounds I and II are important intermediates for the preparation of fragrances and carotinoids, such as vitamin A, and products related thereto.

    Abstract translation: 用于通过通式II（II）的新型N-甲基亚氨基二胺和式II的新的N-甲基醛亚胺制备通式I（I）的环状化合物的改进方法。 基于所用柠檬醛，得到式I的环化合物，产率为80-90％。 化合物I和II是制备香料和类胡萝卜素的重要中间体，如维生素A及与其相关的产品。

    Novel preparation of compounds of the 4-oxodamascone series, and novel scents from this class of compounds
    15.
    发明授权
    Novel preparation of compounds of the 4-oxodamascone series, and novel scents from this class of compounds 失效
    4-氧代雄酮系列化合物的新型制备，以及这类化合物的新颖香味

    公开(公告)号：US4914229A

    公开(公告)日：1990-04-03

    申请号：US761695

    申请日：1985-09-09

    Applicant: Lothar Janitschke ,  Werner Hoffmann

    Inventor： Lothar Janitschke ,  Werner Hoffmann

    IPC: A23L2/56 ,  A23L27/20 ,  A23L27/29 ,  C07C45/29 ,  C07C45/42 ,  C07C49/603 ,  C07C49/647 ,  C07C49/713 ,  C07C49/743 ,  C07C69/00 ,  C07C69/145 ,  C07C403/00 ,  C07C403/14 ,  C11B9/00 ,  C11D3/50

    CPC classification number: C11B9/0034 ,  C07C45/29 ,  C07C45/292 ,  C07C45/42 ,  C07C49/603 ,  C07C49/647 ,  C07C49/713 ,  C07C49/743

    Abstract: Process for the preparation of the compounds of the formulae Ia and Ib ##STR1## wherein A. 2,4,4-trimethylcyclohex-2-en-1-one oxime of the formula IIb ##STR2## is treated with a strong aqueous acid at from 30.degree. to 80.degree. C., preferably from 40.degree. to 70.degree. C.,B. the resulting ketone of the formula IIIb ##STR3## is oxidized in a conventional manner, and C. if desired, the resulting compound Ib is isomerized in a conventional manner.Compounds of the formula A ##STR4## where R is one of the following radicals: --CH(OH)--CH.sub.2 --CH.dbd.CH.sub.2 (IIIb), --CH(OH)--CH.sub.3 (IIIc), --CH.sub.2 OH (IIId), --CH(OH)--CH.dbd.CH.sub.2 (IIIe), --CH(OCOCH.sub.3)--CH.sub.3 (IIIf), --CH.sub.2 --OCOCH.sub.3 (IIIg), --CO--CH.sub.2 --CH.dbd.CH.sub.2 (Ib), --CO--CH.sub.3 (Ic), and --CO--CH.dbd.CH.sub.2 (Ie).The compounds IIIb to IIIg, Ib, Ic and Ie are useful scents and aromas, and furthermore may become important intermediates for novel carotenoids. They can be prepared in a relatively simple manner from compounds which are very readily available.

    Abstract translation: 用于制备式Ia和Ib化合物的方法其中式IIb（IIb）的2,4-二甲基环己-2-烯-1-酮肟 在30℃至80℃，优选40℃至70℃的条件下用强酸性水溶液处理B.得到式IIIb（IIIb）的所得酮以常规方式被氧化， 如果需要，所得化合物1b以常规方式异构化。 -CH（OH）-CH 2 -CH = CH 2（IIIb），-CH（OH）-CH 3（IIIc），-CH 2 OH（IIId）的化合物其中R是下列基团之一： ），-CH（OH）-CH = CH 2（IIIe），-CH（OCOCH 3）-CH 3（IIIf），-CH 2 -OCOCH 3（IIIg），-CO-CH 2 -CH = CH 2 （Ic）和-CO-CH = CH 2（Ie）。 化合物IIIb至IIIg，Ib，Ic和Ie是有用的香味和香味，此外可成为新类胡萝卜素的重要中间体。 它们可以以相对简单的方式从非常容易获得的化合物制备。

    Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, their preparation, and their use as scents
    16.
    发明授权
    Novel 2,3-disubstituted bicyclo(2.2.1)heptanes and heptenes, their preparation, and their use as scents 失效
    新的2,3-二取代的双环（2.2.1）庚烷和庚烯，它们的制备及其作为香料的用途

    公开(公告)号：US4728747A

    公开(公告)日：1988-03-01

    申请号：US814928

    申请日：1985-12-30

    Applicant: Werner Hoffmann ,  Lothar Janitschke

    Inventor： Werner Hoffmann ,  Lothar Janitschke

    IPC: C07C31/137 ,  C07C45/62 ,  C07C45/69 ,  C07C49/323 ,  C07C49/553 ,  C07C49/557 ,  C07C69/145 ,  C11B9/00 ,  C07C121/48

    CPC classification number: C07C255/00 ,  C07C31/137 ,  C07C45/62 ,  C07C45/69 ,  C07C49/323 ,  C07C49/553 ,  C07C49/557 ,  C11B9/0046

    Abstract: Novel disubstituted bicyclo[2.2.1]heptanes of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.3 -alkyl, R.sup.2 is C.sub.1 -C.sub.8 -alkyl or-alkenyl, R.sup.3 and R.sup.4 together are .dbd.O, .dbd.CH--CN, .dbd.CH--CO--OCH.sub.3 or .dbd.CH--CO--OC.sub.2 H.sup.5, or R.sup.3 is hydrogen, --CH.sub.3, --CH.dbd.CH.sub.2 or --C.tbd.CH when R.sup.4 is --OH or --O--CO--CH.sub.3, or R.sup.3 is H when R.sup.4 is --CH.sub.2 --CO--OCH.sub.3, --CH.sub.2 --CO--OC.sub.2 H.sub.5 or --CH.sub.2 --C.tbd.N and one or both of the dashed lines may be a further bond, are obtained by subjecting cyclopentadiene to a Diels-Alder reaction with an unsaturated ketone, this reaction being catalyzed by a Lewis acid, and then subjecting the compound of the formula Ia ##STR2## initially formed to a reduction, a Grignard reaction or a reaction with diethylphosphonoacetonitrile or ethyl phosphonoacetate and NaH.They can be used as scents and/or aromas or as intermediates for scents.

    Abstract translation: R 1为C 1 -C 3 - 烷基，R 2为C 1 -C 8 - 烷基或 - 烯基的新型二取代双环[2.2.1]庚烷，其中R 1和R 2一起为= O，= CH -CN，= CH-CO-OCH 3或= CH-CO-OC 2 H 5，或者当R 4为-OH或-O-CO-CH 3时，R 3为氢，-CH 3，-CH = CH 2或-C 当R4是-CH2-CO-OCH3，-CH2-CO-OC2H5或-CH2-C3NN，当一个或两个虚线可以是另一个键时，通过使环戊二烯与Diels-Alder反应 不饱和酮，该反应由路易斯酸催化，然后使最初形成的式Ia（Ia）化合物进行还原，格利雅反应或与二乙基膦酰基乙腈或膦酰基乙酸乙酯和NaH的反应。 它们可以用作气味和/或香气或作为香料的中间体。

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