公开(公告)号：US12116328B2

公开(公告)日：2024-10-15

申请号：US16922679

申请日：2020-07-07

申请人： Shin-Etsu Chemical Co., Ltd.

发明人： Yuki Miyake ,  Takeshi Kinsho ,  Ryo Komatsu

IPC分类号： C07C17/263 ,  A01N29/02 ,  C07C17/275 ,  C07C41/50 ,  C07C45/42 ,  C07C21/02 ,  C07C21/04

CPC分类号： C07C17/2632 ,  A01N29/02 ,  C07C17/275 ,  C07C41/50 ,  C07C45/42 ,  C07C21/02 ,  C07C21/04 ,  C07C41/50 ,  C07C43/303 ,  C07C17/2632 ,  C07C21/04 ,  C07C45/42 ,  C07C47/21

摘要： The present invention provides a process for preparing an 11-halo-3-undecene compound (7) in which X1 represents a halogen atom, the process comprising a step of subjecting a nucleophilic reagent, 3-hexenyl compound (5): in which M2 represents Li or MgZ2, wherein Z2 represents a halogen atom or a 3-hexenyl group, to a coupling reaction with a 1-halo-5-halopentane compound (6) in which X3 and X4 may be same with or different from each other and represent a halogen atom, to produce the 11-halo-3-undecene compound (7). The present invention also provides a process for preparing a 9-dodecenal compound (4): the process comprising a step of subjecting a nucleophilic reagent, 8-undecenyl compound (1) in which M1 represents Li or MgZ1, wherein Z1 represents a halogen atom or an 8-undecenyl group, and an orthoformic ester compound (2) in which R may be same with or different from each other and represents an alkyl group having 1 to 6 carbon atoms, to a nucleophilic substitution reaction to produce a 1,1-dialkoxy-9-dodecene compound (3) in which R are as defined above; and hydrolyzing the 1,1-dialkoxy-9-dodecene compound (3) thus obtained to produce the 9-dodecenal compound (4).

公开(公告)号：US20230271911A1

公开(公告)日：2023-08-31

申请号：US18006721

申请日：2021-07-20

申请人： Firmenich SA

发明人： Anthony Alexander BIRKBECK ,  Atulkumar MANVAR ,  Eric WALTHER

IPC分类号： C07C47/238 ,  C07C45/29 ,  C07C43/307 ,  C07C43/303 ,  C07C41/56

CPC分类号： C07C47/238 ,  C07C45/29 ,  C07C43/307 ,  C07C43/303 ,  C07C41/56 ,  C07C2602/08

摘要： The present invention relates to the field of perfumery. More particularly, it concerns valuable new chemical intermediates for producing perfuming ingredients. Moreover, the present invention also comprises a process for producing compound of formula (I).

公开(公告)号：US20180305284A1

公开(公告)日：2018-10-25

申请号：US15951765

申请日：2018-04-12

申请人： SHIN-ETSU CHEMICAL CO., LTD.

发明人： Yuki MIYAKE ,  Takeshi KINSHO ,  Tatsuya FUJII

IPC分类号： C07C45/42 ,  C07C41/52 ,  C07C21/04 ,  C07C17/263

CPC分类号： C07C45/42 ,  C07C17/2632 ,  C07C17/2635 ,  C07C21/04 ,  C07C21/19 ,  C07C41/52 ,  C07C45/515 ,  C07C43/303 ,  C07C47/21

摘要： Provided are a 1-halo-6,9-pentadecadiene useful as an intermediate having a skipped diene skeleton and a method for producing (7Z,10Z)-7,10-hexadecadienal. More specifically, provided are a method for producing (7Z,10Z)-7,10-hexadecadienal including steps of subjecting a Grignard reagent formed from a (6Z,9Z)-1-halo-6,9-pentadecadiene to a nucleophilic substitution reaction with an orthoformate ester to obtain a (7Z,10Z)-1,1-dialkoxy-7,10-hexadecadiene; and hydrolyzing the (7Z,10Z)-1,1-dialkoxy-7,10-hexadecadiene in the absence of an oxidation reaction to obtain the (7Z,10Z)-7,10-hexadecadienal; and the like.

公开(公告)号：US09822050B2

公开(公告)日：2017-11-21

申请号：US15447817

申请日：2017-03-02

申请人： Shin-Etsu Chemical Co., Ltd.

发明人： Naoki Ishibashi ,  Shinnosuke Wakamori ,  Yuki Miyake ,  Miyoshi Yamashita ,  Takeshi Kinsho

IPC分类号： C07C45/00 ,  C07C43/303 ,  C07C41/54

CPC分类号： C07C43/303 ,  C07B2200/09 ,  C07C41/50 ,  C07C41/54 ,  C07C45/00 ,  C07C45/515 ,  C07C45/59 ,  C07D317/12 ,  C07C47/21

摘要： Provided are a terminal conjugated trienal acetal compound useful as an intermediate for producing a terminal conjugated trienal compound, and a method for producing a terminal conjugated trienal compound through deprotection of the terminal conjugated trienal acetal compound. More specifically, provided are a terminal conjugated trienal acetal compound represented by General Formula (1); a method for producing a (Z,E)-terminal conjugated trienal acetal compound, the method comprising the step of: reacting a phosphonium salt represented by General Formula (7) with (E)-2,4-pentadienal through Wittig reaction to obtain a (Z,E)-terminal conjugated trienal acetal compound represented by General Formula (3); and a method for producing a terminal conjugated trienal compound, the method comprising the step of: deprotecting the terminal conjugated trienal acetal compound represented by General Formula (1) to obtain a terminal conjugated trienal compound represented by General Formula (2).

公开(公告)号：US09486395B2

公开(公告)日：2016-11-08

申请号：US14257755

申请日：2014-04-21

申请人： Takasago International Corporation

发明人： Louis Lombardo ,  Michael E. Lankin ,  Kenya Ishida ,  Shigeru Tanaka ,  Hideo Ujihara ,  Kenji Yagi ,  Jennifer B. Tartaglia ,  Carter B. Green ,  Amrit S. Mankoo

IPC分类号： A61K31/16 ,  A61K8/42 ,  A23L1/226 ,  A61Q5/00 ,  A61Q11/00 ,  A61Q15/00 ,  C07C43/303 ,  C07C45/41 ,  C07C57/66 ,  C07C231/12 ,  C07C233/09 ,  C07C235/28 ,  C07C309/66 ,  C12P13/02 ,  A23G1/32 ,  A23G3/36 ,  A23G4/06

CPC分类号： A61K8/42 ,  A23G1/32 ,  A23G3/36 ,  A23G4/06 ,  A23L27/202 ,  A61Q5/00 ,  A61Q11/00 ,  A61Q15/00 ,  C07C43/303 ,  C07C45/41 ,  C07C57/66 ,  C07C231/12 ,  C07C233/09 ,  C07C235/28 ,  C07C309/66 ,  C12P13/02 ,  C07C47/21

摘要： The present application provides a synthetic spilanthol flavor composition that includes (2E,6Z,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide. The synthetic spilanthol composition can also contain, and at least one of (2E,6E,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide and (2E,6Z,8Z)—N-(2-methylpropyl)-2,6,8-decatrienamide, the (N-(2-methylpropyl)-2,6,8-decatrienamide being present in amounts effective to impart a salivating or tingle effect while reducing the perception of off notes, as compared to the off-notes perceived upon consumption of natural spilanthol (e.g. spilanthol obtained from jambu oleoresin). Methods of increasing salivation and/or providing a tingling sensation upon consuming an orally consumable product that include adding to the product a synthetic spilanthol flavor composition are also provided. Synthetic spilanthol flavor compositions can be added to orally consumed products, such as, but not limited to, foods, beverages, pharmaceuticals, nutraceuticals, or therapeutic compositions, oral personal care products, gums (e.g. chewing gum or bubble gum), candy or lozenges.

摘要翻译： 本申请提供了包括（2E，6Z，8E）-N-（2-甲基丙基）-2,6,8-十一三烯酰胺的合成稀释剂风味组合物。 （2E，6E，8E）-N-（2-甲基丙基）-2,6,8-十一三烯酰胺和（2E，6Z，8Z）-N-（2- 甲基丙基）-2,6,8-十一三烯酰胺，（N-（2-甲基丙基）-2,6,8-癸三酰胺以有效赋予唾液或叮咬效果同时减少脱落感觉的量存在，相比之下 在消费口服消耗品时，增加唾液分泌和/或提供刺痛感的方法包括向产品中加入合成的稀释剂风味组合物的方法也是 合成的稀释剂风味组合物可以添加到口服食品中，例如但不限于食品，饮料，药物，营养保健品或治疗组合物，口腔个人护理产品，牙龈（例如口香糖或泡泡糖），糖果 或锭剂。

公开(公告)号：US09458076B2

公开(公告)日：2016-10-04

申请号：US14652339

申请日：2013-12-18

申请人： DSM IP ASSETS B.V.

发明人： Werner Bonrath ,  Thomas Netscher ,  Jonathan Alan Medlock ,  René Tobias Stemmler ,  Gerardus Karel Maria Verzijl ,  Andreas Hendrikus Maria De Vries

IPC分类号： C07C45/62 ,  C07C43/303 ,  C07D311/58 ,  C07C50/14 ,  C07C45/82

CPC分类号： C07C45/62 ,  C07B2200/07 ,  C07B2200/09 ,  C07C43/303 ,  C07C45/82 ,  C07C50/14 ,  C07D311/58 ,  C07C49/203 ,  C07C49/04 ,  C07C47/02

摘要： The present invention relates to a process of manufacturing compound having stereogenic centers from a mixture of E/Z isomers of unsaturated compounds having prochiral double bonds. The hydrogenation product has a specific desired configuration at the stereogenic centers. The process involves two asymmetric hydrogenation steps. The process is very advantageous in that it forms the desired chiral product from a mixture of stereoisomers of the starting product in an efficient way.

摘要翻译： 本发明涉及由具有前手性双键的不饱和化合物的E / Z异构体的混合物制造具有立体中心化合物的方法。 氢化产物在立体中心处具有特定的所需构型。 该方法涉及两个不对称氢化步骤。 该方法非常有利，因为它以有效的方式从起始产物的立体异构体的混合物形成所需的手性产物。

公开(公告)号：US09181164B1

公开(公告)日：2015-11-10

申请号：US14290855

申请日：2014-05-29

申请人： Suterra, LLC

发明人： Eric A. Bercot ,  Brian M. Stoltz

IPC分类号： C07C45/42 ,  C07C47/21 ,  C07C45/00 ,  C07C41/54

CPC分类号： C07C41/48 ,  C07C41/54 ,  C07C45/00 ,  C07C47/21 ,  Y02P20/582 ,  C07C43/303

摘要： Insect pheromones and pheromone precursors, containing one or more Z-alkenyl groups, are prepared by treating an alkyne with a copper complex, reducing agent, and proton donor in an organic solvent. The pheromones and pheromone precursors are prepared with high stereoselectivity and substantially no over reduction.

摘要翻译： 含有一个或多个Z-链烯基的昆虫信息素和信息素前体是通过在有机溶剂中用铜络合物，还原剂和质子给体处理炔来制备的。 信息素和信息素前体以高立体选择性和基本上没有过度还原制备。

公开(公告)号：US09102605B2

公开(公告)日：2015-08-11

申请号：US13824209

申请日：2011-09-20

申请人： Holger Blum

发明人： Holger Blum

IPC分类号： C07C41/46 ,  A01N35/02 ,  C02F1/50 ,  C07C41/58

CPC分类号： C07C41/46 ,  A01N35/02 ,  C02F1/50 ,  C02F2305/14 ,  C07C41/58 ,  A01N25/22 ,  A01N2300/00 ,  C07C43/303

摘要： Stabilized 3,3 dialkoxy-1-propene-preparation containing a compound of the formula I wherein R=C1-C6 hydrocarbon group and a compound of the formula II Z(—R1)X(—OR2)Y where Z=C (carbon) or Si (silicon); R1=H or C1-C3 carbon group; R2=C1-C3 carbon group; x=0 or 1, x+y=4.

摘要翻译： 稳定的含有式Ⅰ化合物的三烷氧基-1-丙烯制剂，其中R = C 1 -C 6烃基和式II Z（-R 1）X（-OR 2）Y的化合物，其中Z = C ）或Si（硅）; R1 = H或C1-C3碳基; R2 = C1-C3碳基; x = 0或1，x + y = 4。

公开(公告)号：US09090842B2

公开(公告)日：2015-07-28

申请号：US14257215

申请日：2014-04-21

申请人： Dongfang Hongsheng New Energy Application Technology Research Institute Co., Ltd

发明人： Zhengpeng Hong ,  Hongyan Shang ,  Xiaoting Feng

IPC分类号： C10L1/02 ,  C08L59/02 ,  C08G2/28 ,  C08G2/34 ,  C07C29/141 ,  C07C41/56

CPC分类号： C10L1/02 ,  C07C29/141 ,  C07C41/56 ,  C08G2/28 ,  C08G2/34 ,  C08L59/02 ,  C07C43/303 ,  C07C31/04

摘要： The present invention relates to a method for refining polyoxymethylene dialkyl ethers by catalytic hydrogenation using a slurry bed, wherein, using a slurry bed reactor for refining by hydrogenation, an equilibrium system containing polyoxymethylene dialkyl ethers products is refined by catalytic hydrogenation, so as to remove formaldehyde contained therein. The refining method by hydrogenation described in the present invention can remarkably increase the separation and purification efficiency of polyoxymethylene dialkyl ethers, and the polyoxymethylene dialkyl ethers obtained after subsequent rectification have a purity greater than 99.5%, a product yield greater than 97% and an atom utilization ratio close to 100%.

摘要翻译： 本发明涉及一种通过使用淤浆床的催化氢化来精制聚甲醛二烷基醚的方法，其中使用浆床反应器通过氢化进行精制，含有聚甲醛二烷基醚产物的平衡体系通过催化氢化来精制，以除去 其中含有甲醛。 通过本发明描述的氢化精炼方法可以显着提高聚甲醛二烷基醚的分离和提纯效率，随后精馏后得到的聚甲醛二烷基醚的纯度大于99.5％，产物收率大于97％，原子 利用率接近100％。

公开(公告)号：US09067188B2

公开(公告)日：2015-06-30

申请号：US13723115

申请日：2012-12-20

申请人： Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences

发明人： Jing Chen ,  Heyuan Song ,  Chungu Xia ,  Meirong Kang ,  Ronghua Jin

IPC分类号： C07C41/50 ,  C07C41/56 ,  C07C41/60 ,  B01J19/00 ,  B01J19/24 ,  B01J14/00 ,  C07C41/58

CPC分类号： B01J14/00 ,  B01J19/00 ,  B01J19/2465 ,  C07C41/50 ,  C07C41/56 ,  C07C41/58 ,  C07C41/60 ,  Y02P20/584 ,  C07C43/303

摘要： A reaction system and method for producing polyoxymethylene dialkyl ethers (RO(CH2O)nR, n=1-8) by continuous acetalation of formaldehyde and aliphatic alcohol in the presence of an acid ionic liquid catalyst. The reaction system includes an acetalation reaction unit, a product separation unit, and a catalyst regeneration unit. The recyclable material and catalyst are separated by combining extraction and rectification, and a recovery rate of more than 99% for the catalyst is achieved. Water, as the byproduct, is separated from the reaction system by destroying the azeotrope of water, alcohol, aldehyde, and RO(CH2O)nR, so that the product separation and catalyst regeneration are facilitated and the catalytic cycle is achieved.

摘要翻译： 在酸性离子液体催化剂存在下，通过甲醛和脂族醇的连续缩醛，生产聚甲醛二烷基醚（RO（CH 2 O）n R，n = 1-8）的反应体系和方法。 反应体系包括缩醛化反应单元，产物分离单元和催化剂再生单元。 通过组合提取和精馏分离可回收材料和催化剂，实现催化剂回收率大于99％。 作为副产物的水通过破坏水，醇，醛和RO（CH 2 O）n R的共沸物与反应体系分离，从而促进产物分离和催化剂再生并实现催化循环。