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公开(公告)号：US08816136B2
公开(公告)日：2014-08-26
申请号：US13381504
申请日：2010-06-30
IPC分类号： C07C31/13
CPC分类号： C07C29/149 , C07C51/58 , C07C67/14 , C07C2601/14 , C07C31/1355 , C07C69/75 , C07C61/08
摘要： Disclosed is a method for producing an alicyclic alcohol represented by general formula (III) which is useful as a starting material for a flavor mixture or the like at low cost in high yield. The alicyclic alcohol represented by general formula (III) is produced by preparing a cyclohexanecarbonyl compound represented by general formula (II) through the carbonylation of an unsaturated hydrocarbon represented by general formula (I) (preferably a compound obtained through the partial reduction of a diene compound) using carbon monoxide in the presence of HF, and thereafter reducing the cyclohexanecarbonyl compound. In formulae (I), (II), and (III), R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 4 carbon atoms, R3 represents an OH group, fluorine, or an OR4 group, and R4 represents an alkyl group having 1 to 4 carbon atoms.
摘要翻译： 公开了以低成本，高收率地用作风味剂混合物等的起始原料的由通式（III）表示的脂环族醇的制造方法。 由通式（III）表示的脂环醇通过通过通式（I）表示的不饱和烃的羰基化（优选通过二烯的部分还原获得的化合物）制备通式（II）表示的环己烷羰基化合物 化合物），在HF存在下使用一氧化碳，然后还原环己烷羰基化合物。 在式（I），（II）和（III）中，R 1表示具有1至4个碳原子的烷基，R 2表示具有1至4个碳原子的烷基，R 3表示OH基，氟或OR 4 并且R 4表示具有1至4个碳原子的烷基。
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公开(公告)号：US20120238784A1
公开(公告)日：2012-09-20
申请号：US13381504
申请日：2010-06-30
IPC分类号： C07C29/149
CPC分类号： C07C29/149 , C07C51/58 , C07C67/14 , C07C2601/14 , C07C31/1355 , C07C69/75 , C07C61/08
摘要： Disclosed is a method for producing an alicyclic alcohol represented by general formula (III) which is useful as a starting material for a flavor mixture or the like at low cost in high yield. The alicyclic alcohol represented by general formula (III) is produced by preparing a cyclohexanecarbonyl compound represented by general formula (II) through the carbonylation of an unsaturated hydrocarbon represented by general formula (I) (preferably a compound obtained through the partial reduction of a diene compound) using carbon monoxide in the presence of HF, and thereafter reducing the cyclohexanecarbonyl compound. In formulae (I), (II), and (III), R1 represents an alkyl group having 1 to 4 carbon atoms, R2 represents an alkyl group having 1 to 4 carbon atoms, R3 represents an OH group, fluorine, or an OR4 group, and R4 represents an alkyl group having 1 to 4 carbon atoms.
摘要翻译： 公开了以低成本，高收率地用作风味剂混合物等的起始原料的由通式（III）表示的脂环族醇的制造方法。 由通式（III）表示的脂环醇通过通过通式（I）表示的不饱和烃的羰基化（优选通过二烯的部分还原获得的化合物）制备通式（II）表示的环己烷羰基化合物 化合物），在HF存在下使用一氧化碳，然后还原环己烷羰基化合物。 在式（I），（II）和（III）中，R 1表示具有1至4个碳原子的烷基，R 2表示具有1至4个碳原子的烷基，R 3表示OH基，氟或OR 4 并且R 4表示具有1至4个碳原子的烷基。
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公开(公告)号：US09056820B2
公开(公告)日：2015-06-16
申请号：US13977274
申请日：2011-12-27
IPC分类号： C07C31/135 , C11B9/00 , C07C29/147 , C07C53/44 , C07C35/08 , C07C29/149 , C07C51/58 , C07C67/14
CPC分类号： C07C35/08 , C07C29/149 , C07C31/1355 , C07C51/58 , C07C67/14 , C07C2601/14 , C11B9/0034 , C07C61/08 , C07C69/75
摘要： Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 1-isopropyl-4-methylcyclohexene and carbon monoxide, reacting the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride with alcohol, and, after having acquired a cyclohexane carbonyl compound, reducing the cyclohexane carbonyl compound.
摘要翻译： 提供可用作复合香料的原料的脂环族醇化合物，其具有优良的鲜绿色的花绿色香气， 还提供了其制备方法和含有脂环族醇化合物的香料组合物。 由化学式（1）表示的具有特定结构的脂环族醇化合物具有优异的花绿色香气，其清爽新鲜; 以及在氟化氢，1-异丙基-4-甲基环己烯和一氧化碳的存在下使化学式（1）表示的脂环族醇化合物的制造方法，使得到的4-异丙基-1-甲基环己烷羧酸氟化物 与醇反应后，在获得环己烷羰基化合物后，还原环己烷羰基化合物。
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公开(公告)号：US20130345477A1
公开(公告)日：2013-12-26
申请号：US13977221
申请日：2011-12-27
IPC分类号： C07C31/135 , C07C29/147
CPC分类号： C07C31/1355 , C07C29/147 , C07C29/149 , C07C31/135 , C07C53/44 , C07C2601/14 , C11B9/0034
摘要： Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 4-isopropyl-1-methylcyclohexene and carbon monoxide, isomerising the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride, thus making 2-methyl-2-(4-methylcyclohexyl)-propionyl fluoride, reacting with alcohol and acquiring a cyclohexane carbonyl compound, and then reducing the cyclohexane carbonyl compound.
摘要翻译： 提供可用作复合香料的原料的脂环族醇化合物，其具有优良的鲜绿色的花绿色香气， 还提供了其制备方法和含有脂环族醇化合物的香料组合物。 由化学式（1）表示的具有特定结构的脂环族醇化合物具有优异的花绿色香气，其清爽新鲜; 以及通过在氟化氢，4-异丙基-1-甲基环己烯和一氧化碳的存在下，使得到的4-异丙基-1-甲基环己烷羧酸氟化物异构化来制造由化学式（1）表示的脂环族醇化合物的方法 ，由此制备2-甲基-2-（4-甲基环己基） - 丙酰氟，与醇反应并获得环己烷羰基化合物，然后还原环己烷羰基化合物。
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![Production process for high purity tricyclo-[5.2.1. 02,6]decane-2-carboxylic acid ester](/abs-image/US/2005/05/12/US20050101799A1/abs.jpg.150x150.jpg)
公开(公告)号：US20050101799A1
公开(公告)日：2005-05-12
申请号：US10942880
申请日：2004-09-17
申请人： Mitsuharu Kitamura , Takashi Kojima , Yoshiharu Ataka , Tomoaki Kubota , Kinji Kato , Kazuyuki Fukuda
发明人： Mitsuharu Kitamura , Takashi Kojima , Yoshiharu Ataka , Tomoaki Kubota , Kinji Kato , Kazuyuki Fukuda
IPC分类号： C07C51/58 , C07C61/135 , C07C67/14 , C07C67/60 , C07C69/74
CPC分类号： C07C67/60 , C07B2200/09 , C07C51/58 , C07C67/14 , C07C2603/68 , C07C61/135 , C07C69/753
摘要： An object of the present invention is to provide a process for producing high purity tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester which has a small content of an unsaturated compound and which has an excellent fragrance and is useful as a perfume or a perfume component. In a process for producing tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester by reacting tricyclo[5.2.1.02,6]deca-3-ene with carbon monoxide and alcohol in the presence of HF, carried out separately are (a) a step in which tricyclo[5.2.1.02,6]deca-3-ene is reacted with carbon monoxide to produce acyl fluoride and (b) a step in which acyl fluoride obtained in the step described above is reacted with alcohol to produce an ester, whereby tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester having a small content of an unsaturated compound can be obtained at a high yield. Also, the reaction conditions at the step (a) described above are selected or a step for carrying out isomerization reaction of tricyclo[5.2.1.02,6] decane-2-carboxylic fluoride obtained at the step (a) is interposed between the step (a) and the step (b), whereby capable of being efficiently produced is tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester having a structural ratio of 1.0 or more in exo-tricyclo[5.2.1.02,6]decane-endo-2-carboxylic acid ester/endo-tricyclo[5.2.1.02,6]decane-exo-2-carboxylic acid ester. Further, the crude product of tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester thus obtained is subjected to contact treatment with specific glycol in the presence of an acid catalyst and then distilled, whereby high purity tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester which is reduced in impurity aldehyde and which is excellent in a fragrance can industrially advantageously be produced.
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![Production process for high purity tricyclo-[5.2.1.02,6]decane-2-carboxylic acid ester](/abs-image/US/2007/08/07/US07253300B2/abs.jpg.150x150.jpg)
6.发明授权Production process for high purity tricyclo-[5.2.1.02,6]decane-2-carboxylic acid ester 有权高纯度三环[5.2.1.02,6]癸烷-2-羧酸酯的制备方法公开(公告)号：US07253300B2
公开(公告)日：2007-08-07
申请号：US10942880
申请日：2004-09-17
申请人： Mitsuharu Kitamura , Takashi Kojima , Yoshiharu Ataka , Tomoaki Kubota , Kinji Kato , Kazuyuki Fukuda
发明人： Mitsuharu Kitamura , Takashi Kojima , Yoshiharu Ataka , Tomoaki Kubota , Kinji Kato , Kazuyuki Fukuda
CPC分类号： C07C67/60 , C07B2200/09 , C07C51/58 , C07C67/14 , C07C2603/68 , C07C61/135 , C07C69/753
摘要： In a process for producing tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester by reacting tricyclo[5.2.1.02,6]deca-3-ene with carbon monoxide and alcohol in the presence of HF, carried out separately are (a) a step in which tricyclo[5.2.1.02,6]deca-3-ene is reacted with carbon monoxide to produce acyl fluoride and (b) a step in which acyl fluoride obtained in the step described above is reacted with alcohol to produce an ester. Also, the reaction conditions at the step (a) described above are selected or a step for carrying out isomerization reaction of tricyclo[5.2.1.02,6]decane-2-carboxylic fluoride obtained at the step (a) is interposed between the step (a) and the step (b). Further, the crude product of tricyclo[5.2.1.02,6]decane-2-carboxylic acid ester thus obtained is subjected to contact treatment with specific glycol in the presence of an acid catalyst and then distilled.
摘要翻译： 在三环[5.2.1.0 2,6]癸烷-3-羧酸酯的三辛酸[5.2.1.0 2,6]癸烷-2-羧酸酯的制备方法中， 在一种HF存在下与一氧化碳和乙醇一起使用，分别进行（a）将三环[5.2.1.0 2,6]癸-3-烯与一氧化碳反应的步骤 产生酰氟和（b）使上述步骤中得到的酰基氟与醇反应生成酯的步骤。 此外，选择上述步骤（a）中的反应条件或在步骤（a）中获得的三环[5.2.1.0 2,6]癸烷-2-羧酸氟化物进行异构化反应的步骤 （a）介于步骤（a）和步骤（b）之间。 此外，将由此获得的三环[5.2.1.0 2,6]癸烷-2-羧酸酯的粗产物在酸催化剂存在下用特定的二醇进行接触处理，然后蒸馏。
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公开(公告)号：US09029613B2
公开(公告)日：2015-05-12
申请号：US13977221
申请日：2011-12-27
IPC分类号： C07C31/135 , C11B9/00 , C07C29/147 , C07C29/149 , C07C53/44
CPC分类号： C07C31/1355 , C07C29/147 , C07C29/149 , C07C31/135 , C07C53/44 , C07C2601/14 , C11B9/0034
摘要： Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 4-isopropyl-1-methylcyclohexene and carbon monoxide, isomerizing the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride, thus making 2-methyl-2-(4-methylcyclohexyl)-propionyl fluoride, reacting with alcohol and acquiring a cyclohexane carbonyl compound, and then reducing the cyclohexane carbonyl compound.
摘要翻译： 提供可用作复合香料的原料的脂环族醇化合物，其具有优良的鲜绿色的花绿色香气， 还提供了其制备方法和含有脂环族醇化合物的香料组合物。 由化学式（1）表示的具有特定结构的脂环族醇化合物具有优异的花绿色香气，其清爽新鲜; 和通过在氟化氢，4-异丙基-1-甲基环己烯和一氧化碳的存在下，使得到的4-异丙基-1-甲基环己烷羧酸氟化物异构化，由化学式（1）表示的脂环族醇化合物的制造方法 ，由此制备2-甲基-2-（4-甲基环己基） - 丙酰氟，与醇反应并获得环己烷羰基化合物，然后还原环己烷羰基化合物。
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公开(公告)号：US20130338403A1
公开(公告)日：2013-12-19
申请号：US13977274
申请日：2011-12-27
IPC分类号： C07C35/08 , C07C29/149
CPC分类号： C07C35/08 , C07C29/149 , C07C31/1355 , C07C51/58 , C07C67/14 , C07C2601/14 , C11B9/0034 , C07C61/08 , C07C69/75
摘要： Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 1-isopropyl-4-methylcyclohexene and carbon monoxide, reacting the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride with alcohol, and, after having acquired a cyclohexane carbonyl compound, reducing the cyclohexane carbonyl compound.
摘要翻译： 提供可用作复合香料的原料的脂环族醇化合物，其具有优良的鲜绿色的花绿色香气， 还提供了其制备方法和含有脂环族醇化合物的香料组合物。 由化学式（1）表示的具有特定结构的脂环族醇化合物具有优异的花绿色香气，其清爽新鲜; 以及在氟化氢，1-异丙基-4-甲基环己烯和一氧化碳的存在下使化学式（1）表示的脂环族醇化合物的制造方法，使得到的4-异丙基-1-甲基环己烷羧酸氟化物 与醇反应后，在获得环己烷羰基化合物后，还原环己烷羰基化合物。
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9.发明授权Carboxylate compound and method of producing the same and perfume composition thereof 有权羧酸酯化合物及其制备方法和香料组合物公开(公告)号：US08829228B2
公开(公告)日：2014-09-09
申请号：US13822460
申请日：2011-11-01
申请人： Mitsuharu Kitamura
发明人： Mitsuharu Kitamura
IPC分类号： C07C67/38 , C07C69/753 , C11B9/00 , C07C67/14
CPC分类号： C07C69/753 , C07C67/14 , C07C67/38 , C07C2602/42 , C11B9/0046 , C07C51/58 , C07C61/13
摘要： There are provided a novel carboxylate compound useful as a blending perfume raw material and having a brisk pine-like odor and a method of producing the same and a perfume composition containing such a carboxylate compound.The carboxylate compound of the invention is represented by a general formula (1): wherein R is an alkyl group having two to four carbon atoms.
摘要翻译： 提供了一种新颖的羧酸盐化合物，其可用作混合香料原料并具有柔软的松香状气味及其制备方法和含有这种羧酸酯化合物的香料组合物。 本发明的羧酸酯化合物由通式（1）表示：其中R是具有2-4个碳原子的烷基。
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10.发明授权Composition for forming base film for lithography and method for forming multilayer resist pattern 有权用于形成用于光刻的基底膜的组合物和用于形成多层抗蚀剂图案的方法公开(公告)号：US08592134B2
公开(公告)日：2013-11-26
申请号：US12746421
申请日：2008-12-01
申请人： Dai Oguro , Go Higashihara , Seiji Kita , Mitsuharu Kitamura , Masashi Ogiwara
发明人： Dai Oguro , Go Higashihara , Seiji Kita , Mitsuharu Kitamura , Masashi Ogiwara
IPC分类号： G03F7/00 , G03F7/11 , G03F7/32 , C08F283/00
摘要： A composition for forming an underlayer film for lithography for imparting excellent optical characteristics and etching resistance to an underlayer film for lithography, an underlayer film being formed of the composition and having a high refractive index (n) and a low extinction coefficient (k), being transparent, having high etching resistance, containing a significantly small amount of a sublimable component, and a method for forming a pattern using the underlayer film are provided. The composition for forming an underlayer film contains a naphthalene formaldehyde polymer having a specific unit obtained by reacting naphthalene and/or alkylnaphthalene with formaldehyde, and an organic solvent.
摘要翻译： 一种用于形成用于光刻的下层膜的组合物，用于赋予用于光刻的下层膜优异的光学特性和耐蚀刻性，由该组合物形成且具有高折射率（n）和低消光系数（k）的下层膜， 具有高耐腐蚀性，含有极少量的可升华成分的透明性，以及使用该下层膜形成图案的方法。 用于形成下层膜的组合物含有具有通过萘和/或烷基萘与甲醛反应获得的特定单元的萘甲醛聚合物和有机溶剂。
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