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    Preparation of 4-substituted but-3-ene-1-carboxylic acids and their esters
    1.
    发明授权
    Preparation of 4-substituted but-3-ene-1-carboxylic acids and their esters 失效
    4-取代的丁-3-烯-1-羧酸及其酯的制备

    公开(公告)号：US4585594A

    公开(公告)日：1986-04-29

    申请号：US680514

    申请日：1984-12-11

    Applicant: Walter Himmele ,  Werner Hoffmann ,  Lothar Janitschke

    Inventor： Walter Himmele ,  Werner Hoffmann ,  Lothar Janitschke

    IPC: C07C51/14 ,  C07C67/36

    CPC classification number: C07C51/14 ,  C07C67/38

    Abstract: 4-Substituted but-3-ene-1-carboxylic acids and their esters R.sup.1 R.sup.2 C.dbd.CH--CH.sub.2 --CO--O--R.sup.3 (I, where R.sup.1 is an organic radical, R.sup.2 is H or R.sup.1, or R.sup.1 and R.sup.2 together form a 5-membered to 20-membered ring, and R.sup.3 is H or lower alkyl) are prepared by carbonylation of R.sup.1 R.sup.2 C(OH)--CH.dbd.CH.sub.2 (II) in the presence of an alcohol R.sup.3' --OH (III, where R.sup.3' is lower alkyl) or, for the preparation of the acids I alone, in the absence of an alcohol III, at from 50.degree. to 150.degree. C. and under from 200 to 700 bar, using a complex of a palladium halide and a tertiary organic phosphine.

    Abstract translation: 4-取代的丁-3-烯-1-羧酸及其酯R1R2C = CH-CH2-CO-O-R3（I，其中R1是有机基团，R2是H或R1，或R1和R2一起形成 5元至20元环，并且R 3为H或低级烷基）通过在醇R3'-OH（III）存在下R1R2C（OH）-CH = CH2（II）羰基化制备，其中R3' 低级烷基），或者为了单独制备酸I，在不存在醇III的条件下，在50-150℃和200-700巴条件下，使用卤化钯和叔有机物的络合物 膦。

    1-Formyl-tri- and tetramethyl-cyclohex-1-en-3-one oximes
    2.
    发明授权
    1-Formyl-tri- and tetramethyl-cyclohex-1-en-3-one oximes 失效
    1-甲酰基三 - 和四甲基 - 环己-1-烯-3-酮肟

    公开(公告)号：US4517382A

    公开(公告)日：1985-05-14

    申请号：US418605

    申请日：1982-09-16

    Applicant: Lothar Janitschke ,  Werner Hoffmann

    Inventor： Lothar Janitschke ,  Werner Hoffmann

    IPC: C07C45/42 ,  C07C49/757 ,  C07C131/10

    CPC classification number: C07C49/757 ,  C07C45/42

    Abstract: 1-Formyl-2,6,6-trimethyl-cyclohex-1-ene derivatives of the formula I ##STR1## where R is --H or --CH.sub.3 and A is O or NOH are prepared by nitrosylating the corresponding 1-formyl-2,6,6-trimethyl-cyclohex-1-ene or -cyclohex-2-ene and, where appropriate, hydrolyzing the resulting oxime (where A is NOH) to the corresponding ketone (where A is O).The compounds I, except where R is H and A is O, are novel.

    Abstract translation: 式Ⅰ的1-甲酰基-2,6,6-三甲基环己-1-烯衍生物其中R是-H或-CH 3，A是O或NOH的式I化合物是通过将相应的1- 甲酰基-2,6,6-三甲基 - 环己-1-烯或环己-2-烯，并且在适当的情况下将得到的肟（其中A为NOH）水解成相应的酮（其中A为O）。 除了R是H且A是O之外，化合物I是新的。

    Preparation of polyunsaturated ketones
    3.
    发明授权
    Preparation of polyunsaturated ketones 失效
    多不饱和酮的制备

    公开(公告)号：US4431844A

    公开(公告)日：1984-02-14

    申请号：US361249

    申请日：1982-03-24

    Applicant: Lothar Janitschke ,  Werner Hoffmann ,  Lothar Arnold ,  Manfred Stroezel ,  Hans-Juergen Scheiper

    Inventor： Lothar Janitschke ,  Werner Hoffmann ,  Lothar Arnold ,  Manfred Stroezel ,  Hans-Juergen Scheiper

    IPC: C07C45/00 ,  C07C45/74 ,  C07C49/203 ,  C07C67/00 ,  C07C45/45

    CPC classification number: C07C49/203 ,  C07C45/74

    Abstract: An improved process for the preparation of unsaturated ketones of the general formula I ##STR1## where R.sup.1 is --CH.sub.3, ##STR2## and R.sup.2 and R.sup.3 are different and each is H or --CH.sub.3, by reacting an aldehyde of the general formula II ##STR3## with a molar excess of acetone or methyl ethyl ketone at an elevated temperature in the presence of an aqueous alkali metal hydroxide solution, wherein (a) all the reactants are mixed thoroughly, (b) the temperature is kept at from 10 to 120.degree. C. above the boiling point of the lowest-boiling component and (c) the pressure is kept at from p to 100 bar, where p is the vapor pressure of the mixture at the reaction temperature.The products methylpseudoionone, dimethylpseudoionone, pseudoirone, methylpseudoirone and dimethylpseudoirone are useful scents and scent intermediates. In addition, pseudoionone is an important intermediate for the industrial preparation of vitamin A, and 6-methyl-hepta-3,5-dien-2-one is a sought-after aromatic.

    Abstract translation: 制备通式I（I）的不饱和酮的改进方法，其中R 1为-CH 3，R 2和R 3不同，各自为H或-CH 3，通式 在碱金属氢氧化物水溶液的存在下，在升高的温度下用摩尔过量的丙酮或甲基乙基酮制备式II（II）化合物，其中（a）所有反应物充分混合，（b）温度为 保持在最低沸点组分的沸点以上10至120℃，和（c）压力保持在p至100巴，其中p是反应温度下混合物的蒸气压。 产物甲基假ion酮，二甲基假ion酮，假呋酮，甲基假酮和二甲基假酮是有用的香味和香味中间体。 此外，假雄酮是维生素A工业制备的重要中间体，6-甲基 - 庚-3,5-二烯-2-酮是一种追求的芳香族。

    Preparation of compounds of the 4-oxodamascone series, and novel scents from this class of compounds
    4.
    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
    5.
    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
    6.
    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
    7.
    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。

    N,N'-disubstituted piperazines
    10.
    发明授权
    N,N'-disubstituted piperazines 失效
    N，N'-二取代哌嗪

    公开(公告)号：US4935426A

    公开(公告)日：1990-06-19

    申请号：US307525

    申请日：1989-02-08

    Applicant: Matthias Zipplies ,  Hubert Sauter ,  Franz Roehl ,  Thomas Kuekenhoehner ,  Lothar Janitschke ,  Eberhard Ammermann ,  Gisela Lorenz

    Inventor： Matthias Zipplies ,  Hubert Sauter ,  Franz Roehl ,  Thomas Kuekenhoehner ,  Lothar Janitschke ,  Eberhard Ammermann ,  Gisela Lorenz

    IPC: C07D295/02 ,  A01N43/60 ,  C07D295/03 ,  C07D295/033 ,  C07D295/067 ,  C07D295/08

    CPC classification number: C07D295/067 ,  A01N43/60 ,  C07D295/03 ,  C07D295/033

    Abstract: N,N'-disubstituted piperazines of the general formula I ##STR1## where the group is unsaturated (.dbd.) or saturated (--) and the substituents R.sup.1, R.sup.2 and A have the following meanings:A is --, --CH.dbd., --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --,R.sup.1 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkylcycloalkyl, cycloalkenylalkyl, alkylcycloalkenyl, bicycloalkyl, bicycloalkylalkyl or alkylbicycloalkyl, these radicals being unsubstituted or substituted by hydroxy, halogen, alkoxy or trialkylsilyl,R.sup.1 is further heterocycloalkyl with oxygen and/or sulfur, heterocycloalkylmethyl with oxygen and/or sulfur, alkyl-substituted heterocycloalkylmethyl with oxygen and/or sulfur, andR.sup.2 is alkyl, alkoxy, trimethylsilyl, cycloalkyl, alkylthio,and plant-physiologically tolerated salts thereof, and fungicides containing these compounds.

    Abstract translation: 通式I的N，N'-二取代的哌嗪（1）其中基团是不饱和的（=）或饱和的（ - ），取代基R 1，R 2和A具有以下含义：A是 - ， - CH =，-CH 2 - ， - CH 2 -CH 2 - ，R 1是烷基，烯基，炔基，环烷基，环烯基，烷基环烷基，环烯基烷基，烷基环烯基，双环烷基，双环烷基烷基或烷基双环烷基，这些基团是未取代的或被羟基，卤素，烷氧基或三烷基甲硅烷基 ，R 1为氧和/或硫的杂环烷基，与氧和/或硫的杂环烷基甲基，与氧和/或硫的烷基取代的杂环烷基甲基，R 2为烷基，烷氧基，三甲基甲硅烷基，环烷基，烷硫基和植物生理耐受盐 和含有这些化合物的杀真菌剂。

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