公开(公告)号：US08618335B2

公开(公告)日：2013-12-31

申请号：US13122834

申请日：2009-10-06

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Shinji Yasuda ,  Yoshiyuki Watanabe ,  Satoru Fujitsu ,  Daisuke Douyama

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Shinji Yasuda ,  Yoshiyuki Watanabe ,  Satoru Fujitsu ,  Daisuke Douyama

IPC分类号： C07C45/29 ,  C07D317/54

CPC分类号： C07C45/29 ,  C07C45/294 ,  C07C47/575

摘要： An object of the present invention is to provide an industrially advantageous process for preparing a benzaldehyde compound from a benzyl alcohol compound with high yield.The present invention relates to a process for preparing an aromatic aldehyde compound represented by the formula (2); which comprises reacting an aromatic methyl alcohol compound represented by the formula (1); and a peroxide under a pH value of a reaction solution being pH 0.01 or higher and less than 10 in the presence of at least one metallic compound selected from a molybdenum compound and a tungsten compound, a quaternary ammonium salt and an organic phosphonium salt.

摘要翻译： 本发明的目的是提供一种从苯甲醇化合物以高产率制备苯甲醛化合物的工业上有利的方法。 本发明涉及一种制备由式（2）表示的芳族醛化合物的方法; 其包括使由式（1）表示的芳族甲醇化合物反应; 和在至少一种选自钼化合物和钨化合物的金属化合物，季铵盐和有机鏻盐的存在下，反应溶液的pH值为0.01以上且小于10的过氧化物。

公开(公告)号：US20120071672A1

公开(公告)日：2012-03-22

申请号：US13122834

申请日：2009-10-06

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Shinji Yasuda ,  Yoshiyuki Watanabe ,  Satoru Fujitsu ,  Daisuke Douyama

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Shinji Yasuda ,  Yoshiyuki Watanabe ,  Satoru Fujitsu ,  Daisuke Douyama

IPC分类号： C07D317/54 ,  C07C45/29

CPC分类号： C07C45/29 ,  C07C45/294 ,  C07C47/575

摘要： An object of the present invention is to provide an industrially advantageous process for preparing a benzaldehyde compound from a benzyl alcohol compound with high yield.The present invention relates to a process for preparing an aromatic aldehyde compound represented by the formula (2); which comprises reacting an aromatic methyl alcohol compound represented by the formula (1); and a peroxide under a pH value of a reaction solution being pH 0.01 or higher and less than 10 in the presence of at least one metallic compound selected from a molybdenum compound and a tungsten compound, a quaternary ammonium salt and an organic phosphonium salt.

摘要翻译： 本发明的目的是提供一种从苯甲醇化合物以高产率制备苯甲醛化合物的工业上有利的方法。 本发明涉及一种制备由式（2）表示的芳族醛化合物的方法; 其包括使由式（1）表示的芳族甲醇化合物反应; 和在至少一种选自钼化合物和钨化合物的金属化合物，季铵盐和有机鏻盐的存在下，反应溶液的pH值为0.01以上且小于10的过氧化物。

公开(公告)号：US20120323021A1

公开(公告)日：2012-12-20

申请号：US13581428

申请日：2011-02-25

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Daisuke Douyama ,  Ryousuke Katsura ,  Satoru Fujitsu ,  Shinji Yasuda ,  Keisuke Kimura ,  Kiyoshi Oomori

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Daisuke Douyama ,  Ryousuke Katsura ,  Satoru Fujitsu ,  Shinji Yasuda ,  Keisuke Kimura ,  Kiyoshi Oomori

IPC分类号： C07D317/54 ,  B01D3/34 ,  C01D1/04 ,  C01B25/30 ,  C01D7/00

CPC分类号： C07D317/54 ,  C07C41/42 ,  C07C41/46 ,  C07C43/23

摘要： An object of the present invention is to provide a high-purity aromatic methyl alcohol compound having reduced a bis(arylmethyl)ether compound as a side product mixed thereinto and a high-purity aromatic methyl alcohol composition having excellent preservation stability and methods for producing them.The object of the present invention is achieved by a method for producing a high-purity aromatic methyl alcohol compound, which comprises obtaining a high-purity aromatic methyl alcohol compound in high yield from an aromatic methyl alcohol-containing crude product by subjecting the crude product to distillation in the presence of an anti-decomposition agent. Further, the object for the preservation stability is achieved by producing a high-purity aromatic methyl alcohol composition using the obtained high-purity aromatic methyl alcohol compound.

摘要翻译： 本发明的目的是提供一种具有还原作为副产物的双（芳基甲基）醚化合物的高纯度芳族甲醇化合物和具有优异的保存稳定性的高纯度芳族甲醇组合物及其制备方法 。 本发明的目的是通过一种生产高纯度芳族甲醇化合物的方法实现的，其包括通过使粗产物经过粗制产物从含芳族甲醇的粗产物中获得高产率的高纯度芳族甲醇化合物 在抗分解剂存在下进行蒸馏。 此外，保存稳定性的目的是通过使用所得高纯度芳族甲醇化合物制备高纯度芳族甲醇组合物来实现的。

公开(公告)号：US20130046101A1

公开(公告)日：2013-02-21

申请号：US13654805

申请日：2012-10-18

申请人： Takashi DOI ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi DOI ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： C07D317/54

CPC分类号： C07D317/54

摘要： The present invention relates to [1] a method for keeping a quality of 2-methyl-3-(3,4-methylenedioxyphenyl)propanal useful as a perfume, which comprises incorporating from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene in the 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; [2] a process for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene; and [3]2-methyl-3-(3,4-methylenedioxyphenylpropanal having a content range from 50 to 3000 ppm of of 1-acetyl-3,4-methylenedioxybenzene.

摘要翻译： 本发明涉及[1]一种用作保持2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的质量的方法，其用作香料，其包括将50-3000ppm的1-乙酰基-3,4 - 亚甲二氧基苯在2-甲基-3-（3,4-亚甲二氧基苯基）丙醛中; [2] 1-乙酰基-3,4-亚甲二氧基苯含量为3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的方法。 和[3-] 1-乙酰基-3,4-亚甲二氧基苯含量为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基丙醛）。

公开(公告)号：US08039649B2

公开(公告)日：2011-10-18

申请号：US12529719

申请日：2008-03-06

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： C07D317/44

CPC分类号： C07D317/54

摘要： The present invention relates to [1] a method for keeping a quality of 2-methyl-3-(3,4-methylenedioxyphenyl)propanal useful as a perfume, which comprises incorporating from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene in the 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; [2] a process for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene; and [3] 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene.

摘要翻译： 本发明涉及[1]一种用作保持2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的质量的方法，其用作香料，其包括将50-3000ppm的1-乙酰基-3,4 - 亚甲二氧基苯在2-甲基-3-（3,4-亚甲二氧基苯基）丙醛中; [2] 1-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的方法。 和[3] 2-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛。

公开(公告)号：US08344166B2

公开(公告)日：2013-01-01

申请号：US13214408

申请日：2011-08-22

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： C07D317/44

CPC分类号： C07D317/54

摘要： The present invention relates to [1] a method for keeping a quality of 2-methyl-3-(3,4-methylenedioxyphenyl)propanal useful as a perfume, which comprises incorporating from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene in the 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; [2] a process for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene; and [3] 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene.

摘要翻译： 本发明涉及[1]一种用作保持2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的质量的方法，其用作香料，其包括将50-3000ppm的1-乙酰基-3,4 - 亚甲二氧基苯在2-甲基-3-（3,4-亚甲二氧基苯基）丙醛中; [2] 1-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的方法。 和[3] 2-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛。

公开(公告)号：US20100029541A1

公开(公告)日：2010-02-04

申请号：US12529719

申请日：2008-03-06

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： A61K8/49 ,  C07D317/46 ,  A61Q13/00

CPC分类号： C07D317/54

摘要： The present invention relates to [1] a method for keeping a quality of 2-methyl-3-(3,4-methylenedioxyphenyl)propanal useful as a perfume, which comprises incorporating from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene in the 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; [2] a process for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene; and [3] 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene.

摘要翻译： 本发明涉及[1]一种用作保持2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的质量的方法，其用作香料，其包括将50-3000ppm的1-乙酰基-3,4 - 亚甲二氧基苯在2-甲基-3-（3,4-亚甲二氧基苯基）丙醛中; [2] 1-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的方法。 和[3] 2-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛。

公开(公告)号：US08450508B2

公开(公告)日：2013-05-28

申请号：US13654805

申请日：2012-10-18

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： C07D317/44

CPC分类号： C07D317/54

摘要： The present invention relates to [1] a method for keeping a quality of 2-methyl-3-(3,4-methylenedioxyphenyl)propanal useful as a perfume, which comprises incorporating from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene in the 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; [2] a process for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal having a content range from 50 to 3000 ppm of 1-acetyl-3,4-methylenedioxybenzene; and [3]2-methyl-3-(3,4-methylenedioxyphenylpropanal having a content range from 50 to 3000 ppm of of 1-acetyl-3,4-methylenedioxybenzene.

摘要翻译： 本发明涉及[1]一种用作保持2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的质量的方法，其用作香料，其包括将50-3000ppm的1-乙酰基-3,4 - 亚甲二氧基苯在2-甲基-3-（3,4-亚甲二氧基苯基）丙醛中; [2] 1-乙酰基-3,4-亚甲二氧基苯含量范围为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的方法。 和[3-] 1-乙酰基-3,4-亚甲二氧基苯含量为50-3000ppm的2-甲基-3-（3,4-亚甲二氧基苯基丙醛）。

公开(公告)号：US20100121085A1

公开(公告)日：2010-05-13

申请号：US12526697

申请日：2008-02-14

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： C07D317/48

CPC分类号： C07D317/54

摘要： Disclosed are: (1) a method for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal, which comprises the step of providing a reaction mixture containing 1-acetoxy-2-methyl-3-(3,4-methylenedioxyphenyl)-1-propene by a process for reacting 1,2-methylenedioxybenzene with 2-methyl-3,3-diacetoxypropene or a process for reacting 1,2-methylenedioxybenzene, methacrolein and acetic anhydride with one another; subjecting the reaction mixture to hydrolysis or transesterification with an alcohol to provide a reaction mixture containing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; and purifying by distilling the reaction mixture, wherein a high boiling point compound contained in the reaction mixture is removed by a specific procedure; and (2) 2-methyl-3-(3,4-methylenedioxyphenyl)-propanal produced by the method, which has an acetic acid content of a less than 40 ppm, is useful as a perfume, and has a high purity.

摘要翻译： 公开的是：（1）2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的制备方法，其包括提供含有1-乙酰氧基-2-甲基-3-（3,4-二甲氧基苯基） 亚甲二氧基苯基）-1-丙烯，通过使1,2-亚甲二氧基苯与2-甲基-3,3-二乙酰氧基丙酮反应的方法或使1,2-亚甲二氧基苯，甲基丙烯醛和乙酸酐彼此反应的方法; 使反应混合物用醇进行水解或酯交换，得到含有2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的反应混合物; 并通过蒸馏反应混合物进行纯化，其中通过特定方法除去反应混合物中所含的高沸点化合物; 和（2）通过乙酸含量小于40ppm的方法生产的2-甲基-3-（3,4-亚甲二氧基苯基） - 丙醛可用作香料，并且具有高纯度。

公开(公告)号：US08168809B2

公开(公告)日：2012-05-01

申请号：US12526697

申请日：2008-02-14

申请人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

发明人： Takashi Doi ,  Yoshihiro Yoshida ,  Eiji Sajiki ,  Satoru Fujitsu

IPC分类号： C07D317/54

CPC分类号： C07D317/54

摘要： Disclosed are: (1) a method for producing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal, which comprises the step of providing a reaction mixture containing 1-acetoxy-2-methyl-3-(3,4-methylenedioxyphenyl)-1-propene by a process for reacting 1,2-methylenedioxybenzene with 2-methyl-3,3-diacetoxypropene or a process for reacting 1,2-methylenedioxybenzene, methacrolein and acetic anhydride with one another; subjecting the reaction mixture to hydrolysis or transesterification with an alcohol to provide a reaction mixture containing 2-methyl-3-(3,4-methylenedioxyphenyl)propanal; and purifying by distilling the reaction mixture, wherein a high boiling point compound contained in the reaction mixture is removed by a specific procedure; and (2) 2-methyl-3-(3,4-methylenedioxyphenyl)-propanal produced by the method, which has an acetic acid content of a less than 40 ppm, is useful as a perfume, and has a high purity.

摘要翻译： 公开的是：（1）2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的制备方法，其包括提供含有1-乙酰氧基-2-甲基-3-（3,4-二甲氧基苯基） 亚甲二氧基苯基）-1-丙烯，通过使1,2-亚甲二氧基苯与2-甲基-3,3-二乙酰氧基丙酮反应的方法或使1,2-亚甲二氧基苯，甲基丙烯醛和乙酸酐彼此反应的方法; 使反应混合物用醇进行水解或酯交换，得到含有2-甲基-3-（3,4-亚甲二氧基苯基）丙醛的反应混合物; 并通过蒸馏反应混合物进行纯化，其中通过特定方法除去反应混合物中所含的高沸点化合物; 和（2）通过乙酸含量小于40ppm的方法生产的2-甲基-3-（3,4-亚甲二氧基苯基） - 丙醛可用作香料，并且具有高纯度。