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    • 2. 发明授权
    • Electrochemical preparation of sterically hindered amines
    • 空间位阻胺的电化学制备
    • US07863486B2
    • 2011-01-04
    • US12306616
    • 2007-06-27
    • Ulrich GriesbachSiegfried R. WaldvogelItamar Michael MalkowskyJoern Kulisch
    • Ulrich GriesbachSiegfried R. WaldvogelItamar Michael MalkowskyJoern Kulisch
    • C07C209/30C25B3/04
    • C25B3/04C07C209/30C07C2601/14C07C211/35C07C211/40
    • The present invention relates to a process for preparing an amine, which comprises the step cathodic reduction of a corresponding oxime derivative of the general formula (I) where R is C1-6-alkyl or C2-6-alkenyl which is optionally substituted by one or more substituents selected independently from the group consisting of phenyl, O—C1-6-alkyl, NH—C1-6-alkyl, N(C1-6-alkyl)2, OH and NH2; R1 is H; C1-6-alkyl or C(O)—C1-6-alkyl and A is a 5-, 6- or 7-membered hydrocarbon ring which is saturated or has a double bond and in which at least one CH2 group may, if appropriate, be replaced by —O—, —S— —NH—, —N═ or —N(C1-6-alkyl)- and which may optionally be substituted by one or more further substituents selected independently from the group consisting of phenyl, C1-6-alkyl, O—C1-6-alkyl, NH—C1-6-alkyl, N(C1-6-alkyl)2, OH and NH2; wherein, based on the ring carbon bearing the substituent R, the oxime derivative has an excess of the R or S form of at least 10%.
    • 本发明涉及一种制备胺的方法,其包括通式(I)的相应肟衍生物的步骤阴极还原,其中R是C 1-6 - 烷基或任选被一个取代基取代的C 2-6 - 烯基 或更多取代基独立地选自苯基,O-C 1-6 - 烷基,NH-C 1-6 - 烷基,N(C 1-6 - 烷基)2,OH和NH 2; R1是H; C 1-6 - 烷基或C(O)-C 1-6 - 烷基,A是饱和或具有双键并且其中至少一个CH 2基团的5-,6-或7-元烃环,如果 适当地被-O - , - S - NH - , - N =或-N(C 1-6 - 烷基)取代,并且其可以任选地被一个或多个另外的取代基取代,所述取代基独立地选自苯基 ,C 1-6 - 烷基,O-C 1-6 - 烷基,NH-C 1-6 - 烷基,N(C 1-6 - 烷基)2,OH和NH 2; 其中,基于带有取代基R的环碳,肟衍生物具有至少10%的R或S形式的过量。
    • 3. 发明申请
    • ELECTROCHEMICAL PRODUCTION OF STERICALLY HINDERED AMINES
    • 电化学生产异构化胺
    • US20090253937A1
    • 2009-10-08
    • US12306616
    • 2007-06-27
    • Ulrich GriesbachSiegfried R. WaldvogelItamar Michael MalkowskyJörn Kulisch
    • Ulrich GriesbachSiegfried R. WaldvogelItamar Michael MalkowskyJörn Kulisch
    • C07C209/30
    • C25B3/04C07C209/30C07C2601/14C07C211/35C07C211/40
    • The present invention relates to a process for preparing an amine, which comprises the step cathodic reduction of a corresponding oxime derivative of the general formula (I) where R is C1-6-alkyl or C2-6-alkenyl which is optionally substituted by one or more substituents selected independently from the group consisting of phenyl, O—C1-6-alkyl, NH—C1-6-alkyl, N(C1-6-alkyl)2, OH and NH2; R1 is H; C1-6-alkyl or C(O)—C1-6-alkyl and A is a 5-, 6- or 7-membered hydrocarbon ring which is saturated or has a double bond and in which at least one CH2 group may, if appropriate, be replaced by —O—, —S— —NH—, —N═ or —N(C1-6-alkyl)- and which may optionally be substituted by one or more further substituents selected independently from the group consisting of phenyl, C1-6-alkyl, O—C1-6-alkyl, NH—C1-6-alkyl, N(C1-6-alkyl)2, OH and NH2; wherein, based on the ring carbon bearing the substituent R, the oxime derivative has an excess of the R or S form of at least 10%.
    • 本发明涉及一种制备胺的方法,其包括通式(I)的相应肟衍生物的步骤阴极还原,其中R是C 1-6 - 烷基或任选被一个取代基取代的C 2-6 - 烯基 或更多取代基独立地选自苯基,O-C 1-6 - 烷基,NH-C 1-6 - 烷基,N(C 1-6 - 烷基)2,OH和NH 2; R1是H; C 1-6 - 烷基或C(O)-C 1-6 - 烷基,A是饱和或具有双键并且其中至少一个CH 2基团的5-,6-或7-元烃环,如果 适当地被-O - , - N - , - N-或-N(C 1-6 - 烷基)取代,并且其可以任选地被一个或多个另外的取代基取代,所述取代基独立地选自苯基 ,C 1-6 - 烷基,O-C 1-6 - 烷基,NH-C 1-6 - 烷基,N(C 1-6 - 烷基)2,OH和NH 2; 其中,基于带有取代基R的环碳,肟衍生物具有至少10%的R或S形式的过量。
    • 9. 发明授权
    • Process for preparing M- or P-substituted phenylalkanols by alkylation
    • 通过烷基化制备M-或P-取代的苯基链烷醇的方法
    • US08692025B2
    • 2014-04-08
    • US13503515
    • 2010-10-14
    • Andreas LanverKlaus EbelKarl BeckRalf PelzerJörg BotzemUlrich Griesbach
    • Andreas LanverKlaus EbelKarl BeckRalf PelzerJörg BotzemUlrich Griesbach
    • C07C45/29C07C29/32
    • C07C29/32C07C29/56C07C45/29C07C33/20C07C47/228
    • The invention relates to a process for the preparation of m- or p-substituted phenylalkanols of the formula (I) in which R1 is bonded to the phenyl ring in the m- or p-position and is C1-C5-alkyl, and R2, R3, R4 and R5, independently of one another, are hydrogen or methyl, wherein an unsubstituted phenylalkanol of the formula (II) in which R2, R3, R4 and R5 have the meanings given under formula (I) is alkylated together with a C1-C5-alkyl halide of the formula (III) R1-Hal  (III), in which R1 has the meaning given under formula (I) and Hal is halogen, in the presence of a Friedel-Crafts catalyst to give an m- or p-alkyl-substituted phenylalkanol of the formula (I), then the reaction mixture is worked-up and the desired m- or p-alkyl-substituted phenylalkanol of the formula (I) is separated off, the other formed by-products are returned to the reaction mixture and these are isomerized in the presence of a Friedel-Crafts catalyst to give the desired m- or p-alkyl-substituted phenylalkanol. From the m- or p-alkyl-substituted phenylalkanols of the formula (I), it is possible to form, by oxidation or dehydrogenation, as products of value, the corresponding aldehydes, which play an interesting role as fragrances and aroma chemicals.
    • 本发明涉及一种制备式(I)的间 - 或对 - 取代的苯烷醇的方法,其中R 1与m-或p-位上的苯环键合并且是C1-C5-烷基,R2 R 3,R 4和R 5彼此独立地为氢或甲基,其中R 2,R 3,R 4和R 5具有式(I)所示含义的式(II)的未取代的苯基烷醇与 其中R 1具有式(I)所示含义,Hal为卤素的式(III)R1-Hal(Ⅲ)的C1-C5烷基卤化物,在Friedel-Crafts催化剂存在下,得到m- 或式(I)的对烷基取代的苯基链烷醇,然后将反应混合物处理并分离所需的式(I)的间 - 或对 - 烷基取代的苯基烷醇,另一个形成的副产物 返回到反应混合物中,并将它们在Friedel-Crafts催化剂存在下异构化,得到所需的间 - 或对 - 烷基取代的苯基 kanol 从式(I)的间 - 或对 - 烷基取代的苯烷醇,可以通过氧化或脱氢形成作为有价值的产物,相应的醛作为香料和香气化学品起着重要的作用。