1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate | 866109-93-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate
• 英文别名: 4-(4-(4-trifluoromethoxy-phenoxy)piperidin-1-yl)phenol para-toluenesulfonic acid salt；1-(4-Hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate；4-methylbenzenesulfonic acid;4-[4-[4-(trifluoromethoxy)phenoxy]piperidin-1-yl]phenol
• CAS: 866109-93-5
• 化学式: C₇H₈O₃S*C₁₈H₁₈F₃NO₃
• 分子量: 525.546
• InChiKey: BOUKUWDBTBOCEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate 在 titanium(IV) isopropylate 、 D-(-)-酒石酸二异丙酯 、 甲基磺酰氯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 4.17h， 生成 (R)-1-(4-((2-methyloxiran-2-yl)-methoxy)phenyl)-4-(4-(trifluoro-methoxy)phenoxy)piperidine
  参考文献：
  名称：

  METHOD FOR PRODUCING 1-(4-HYDROXYPHENYL)-4-(4-TRIFLUOROMETHOXYPHENOXY)PIPERIDINE OR SALT THEREOF

  摘要：

  本发明提供了一种生产1-(4-羟基苯基)-4-(4-三氟甲氧基苯氧基)哌啶或其盐的方法，包括加热氢醌和4-(4-三氟甲氧基苯氧基)哌啶的步骤。该方法可以以工业优势的方式生产1-(4-羟基苯基)-4-(4-三氟甲氧基苯氧基)哌啶或其盐。

  公开号：

  US20180065931A1
• 作为产物：
  描述：

  4-羟基哌啶-1-甲酸乙酯 在 甲基磺酰氯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine p-toluenesulfonate
  参考文献：
  名称：

  METHOD FOR PRODUCING 1-(4-HYDROXYPHENYL)-4-(4-TRIFLUOROMETHOXYPHENOXY)PIPERIDINE OR SALT THEREOF

  摘要：

  本发明提供了一种生产1-(4-羟基苯基)-4-(4-三氟甲氧基苯氧基)哌啶或其盐的方法，包括加热氢醌和4-(4-三氟甲氧基苯氧基)哌啶的步骤。该方法可以以工业优势的方式生产1-(4-羟基苯基)-4-(4-三氟甲氧基苯氧基)哌啶或其盐。

  公开号：

  US20180065931A1

文献信息

• [EN] METHOD OF PRODUCING AMINOPHENOL COMPOUNDS<br/>[FR] PROCEDE DE FABRICATION DE COMPOSES AMINOPHENOLS
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2005092832A1

  公开（公告）日：2005-10-06

  The present invention provides an industrially advantageous method of producing aminophenol compounds represented by the formula (1) by a simple and easy procedure at a high yield and a high purity. The present invention provides a method of producing an aminophenol compound represented by the formula (1): (wherein each of R1 and R2, which may be the same or different, is a hydrogen atom, a substituted or unsubstituted lower alkyl group or the like; R1 and R2, taken together with the adjacent nitrogen atom, may form a 5- or 6-membered heterocycle with or without other intervening heteroatoms; the heterocycle may be substituted by 1 to 3 substituents selected from the group consisting of a hydroxyl group, a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aryloxy group and the like; and the hydroxyl group in the formula (1) is substituted on the 2- or 4-position to the amino group on the phenyl ring), which comprises allowing a cyclohexanedione compound represented by the formula (2) to react with an amine compound represented by the formula (3) (wherein R1 and R2 are as defined above), under a neutral or basic condition.

  本发明提供一种在高产率和高纯度下通过简单易行的程序生产由式（1）表示的氨基酚化合物的工业上有利的方法。本发明提供了一种生产由式（1）表示的氨基酚化合物的方法：（其中R1和R2中的每一个，可能相同也可能不同，是氢原子，取代或未取代的较低烷基基团或类似物；R1和R2与相邻氮原子一起可以形成5或6成员的杂环，有或无其他插入的杂原子；该杂环可以被1至3个取代基取代，所述取代基选自羟基团、取代或未取代的较低烷基基团、取代或未取代的芳基基团、取代或未取代的芳氧基团等；并且在式（1）中的羟基团被取代在苯环上的氨基团的2-或4-位置），其包括使由式（2）表示的环己二酮化合物与由式（3）表示的胺化合物（其中R1和R2如上定义）在中性或碱性条件下反应。
• 一种芳香胺中间体的制备方法
  申请人：上海彩迩文生化科技有限公司

  公开号：CN109705022A

  公开（公告）日：2019-05-03

  本发明公开了一种芳香胺中间体的制备方法。本发明的制备方法包括以下步骤：1、在极性非质子溶剂中，在催化剂、配体和碱存在的条件下，将式III化合物和式IV化合物进行如下所示的偶联反应，得到式V中间体；2、将上步所得式V中间体溶于有机溶剂中，在质子酸HA存在的条件下进行反应，即可。本发明采用价格低廉易得的铜盐类催化剂以及特别的配体催化的乌尔曼反应来进行结构片段的偶联，并将偶联产物在特别的溶剂中采用酸性条件进行打浆处理，即可顺利脱除THP保护基，并利用产物和杂质的溶解度差异来进行产品纯化，从而高收率和高纯度地得到目标产物，避免了使用操作繁琐的柱层析纯化方法，降低了生产成本，安全系数高，适合工业化成产。
• Method of Producing Aminophenol Compounds
  申请人：Kiyokawa Hiroshi

  公开号：US20070219374A1

  公开（公告）日：2007-09-20

  The present invention provides an industrially advantageous method of producing aminophenol compounds represented by the formula (1) by a simple and easy procedure at a high yield and a high purity. The present invention provides a method of producing an aminophenol compound represented by the formula (1): (wherein each of R 1 and R 2 , which may be the same or different, is a hydrogen atom, a substituted or unsubstituted lower alkyl group or the like; R 1 and R 2 , taken together with the adjacent nitrogen atom, may form a 5- or 6-membered heterocycle with or without other intervening heteroatoms; the heterocycle may be substituted by 1 to 3 substituents selected from the group consisting of a hydroxyl group, a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aryloxy group and the like; and the hydroxyl group in the formula (1) is substituted on the 2- or 4-position to the amino group on the phenyl ring), which comprises allowing a cyclohexanedione compound represented by the formula (2) to react with an amine compound represented by the formula (3) (wherein R 1 and R 2 are as defined above), under a neutral or basic condition.

  本发明提供了一种工业上有利的方法，通过简单易行的步骤以高产率和高纯度生产由公式（1）表示的氨基酚化合物。本发明提供了一种制备由公式（1）表示的氨基酚化合物的方法：（其中R1和R2中的每一个，可以相同也可以不同，是氢原子，取代或未取代的低级烷基或类似物；R1和R2与相邻的氮原子一起，可以形成带有或不带其他杂原子的5-或6-成员杂环；该杂环可以被1至3个取代基所取代，所述取代基选自羟基，取代或未取代的低级烷基，取代或未取代的芳基，取代或未取代的芳氧基等；公式（1）中的羟基被取代在苯环上的氨基的2-或4-位置），其中包括在中性或碱性条件下使由公式（2）表示的环己酮二酮化合物与由公式（3）表示的胺化合物（其中R1和R2如上所定义）反应。
• Method of producing aminophenol compounds
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US07750156B2

  公开（公告）日：2010-07-06

  The present invention provides an industrially advantageous method of producing aminophenol compounds represented by the formula (1) by a simple and easy procedure at a high yield and a high purity. The present invention provides a method of producing an aminophenol compound represented by the formula (1): (wherein each of R1 and R2, which may be the same or different, is a hydrogen atom, a substituted or unsubstituted lower alkyl group or the like; R1 and R2, taken together with the adjacent nitrogen atom, may form a 5- or 6-membered heterocycle with or without other intervening heteroatoms; the heterocycle may be substituted by 1 to 3 substituents selected from the group consisting of a hydroxyl group, a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aryloxy group and the like; and the hydroxyl group in the formula (1) is substituted on the 2- or 4-position to the amino group on the phenyl ring), which comprises allowing a cyclohexanedione compound represented by the formula (2) to react with an amine compound represented by the formula (3) (wherein R1 and R2 are as defined above), under a neutral or basic condition.

  本发明提供了一种工业上优越的方法，通过简单易行的程序高产高纯度地制备由式（1）表示的氨基苯酚化合物。本发明提供了一种制备由式（1）表示的氨基苯酚化合物的方法：（其中R1和R2中的每一个，可以相同或不同，是氢原子，取代或未取代的低碳基团等；R1和R2与相邻氮原子结合，可以形成具有或不具有其他介于杂原子的5-或6-成员杂环；该杂环可以被1至3个取代基取代，所述取代基选自羟基、取代或未取代的低碳基团、取代或未取代的芳基团、取代或未取代的芳氧基团等；并且式（1）中的羟基取代在苯环上的氨基基团的2-或4-位置），其中包括在中性或碱性条件下使由式（2）表示的环己酮二酮化合物与由式（3）表示的胺化合物（其中R1和R2如上所定义）反应。
• Method for producing 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine or salt thereof
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：US10252995B2

  公开（公告）日：2019-04-09

  The present invention provides a method for producing 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine or a salt thereof, the method including the step of heating hydroquinone and 4-(4-trifluoromethoxyphenoxy)piperidine. This method can produce 1-(4-hydroxyphenyl)-4-(4-trifluoromethoxyphenoxy)piperidine or a salt thereof in an industrially advantageous manner.

  本发明提供了一种生产1-(4-羟基苯基)-4-(4-三氟甲氧基苯氧基)哌啶或其盐的方法，该方法包括加热对苯二酚和4-(4-三氟甲氧基苯氧基)哌啶的步骤。该方法能以工业上有利的方式生产 1-(4-羟基苯基)-4-(4-三氟甲氧基苯氧基)哌啶或其盐。