(1-hydroxycyclohexyl)phenylacetonitrile | 93413-81-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1-hydroxycyclohexyl)phenylacetonitrile
• 英文别名: 1-[α-cyanobenzyl]-cyclohexanol；1-[cyano-(phenyl)-methyl]cyclohexanol；2-(1-Hydroxycyclohexyl)-2-phenylacetonitrile
• CAS: 93413-81-1
• 化学式: C₁₄H₁₇NO
• 分子量: 215.295
• InChiKey: QDIRTHULNCHPQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1-hydroxycyclohexyl)phenylacetonitrile 生成 1-[α-(aminomethyl)benzyl]cyclohexanol
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙腈 在 ammonium chloride 作用下， 以 四氢呋喃 、 正己烷 、 环己酮 为溶剂， 生成 (1-hydroxycyclohexyl)phenylacetonitrile
  参考文献：
  名称：

  2-Phenyl-2-(1-hydroxycycloalkyl or 1-hydroxycycloalk-2-enyl)ethylamine

  摘要：

  本发明提供了一组具有以下结构公式的羟环烷基苯乙基胺类抗抑郁药衍生物：##STR1## 其中A是具有以下公式的部分 ##STR2## 其中虚线代表可选的不饱和度；R.sub.1 是氢或烷基；R.sub.2 是烷基；R.sub.4 是氢，烷基，甲酰基或烷氧酰基；R.sub.5 和 R.sub.6 分别是氢，羟基，烷基，烷氧基，烷氧酰氧基，氰基，硝基，烷基巯基，氨基，烷基氨基，二烷基氨基，烷酰胺基，卤素，三氟甲基或共同为亚甲基二氧基；R.sub.7 是氢或烷基；且n是0，1，2，3或4；或其药用可接受盐。

  公开号：

  US04535186A1

文献信息

• Process for the preparation of 1-[cyano(phenyl)methyl]cyclohexanol compounds
  申请人：Trafelet Huldreich

  公开号：US20050080288A1

  公开（公告）日：2005-04-14

  Process for the preparation of 1-[cyano(phenyl)methyl]cyclohexanol compounds of general formula (I): in which R 1 is hydrogen or (C 1-4 )alkoxy, and R 2 is hydrogen, (C 1-4 )alkyl or (C 1-4 )alkoxy, by reacting a compound of general formula (II): in which R 1 and R 2 are as defined above, with cyclohexanone in the presence of a catalyst, characterized in that this catalyst is selected from the group comprising alkali metal alcoholates, alkaline earth metal alcoholates, aluminium alcoholates and tetrasubstituted ammonium hydroxide.

  制备通式（I）化合物1-[氰基（苯基）甲基]环己醇的过程如下：其中R1是氢或（C1-4）烷氧基，R2是氢，（C1-4）烷基或（C1-4）烷氧基，通过将通式（II）化合物与环己酮在催化剂存在下反应，其中R1和R2如上定义，催化剂选择自包括碱金属醇盐、碱土金属醇盐、铝醇盐和四取代铵氢氧化物的组。
• [EN] PROCESS FOR THE PREPARATION OF 1-[CYANO(PHENYL)METHYL]-CYCLOHEXANOL COMPOUNDS<br/>[FR] PROCEDE DE PREPARATION DE COMPOSES 1-[CYANO(PHENYL)METHYL]-CYCLOHEXANOL
  申请人：WYETH CORP

  公开号：WO2005035483A1

  公开（公告）日：2005-04-21

  Process for the preparation of 1-[cyano(phenyl)methyl]cyclohexanoI compounds of general formula (I): in which R1 is hydrogen or (C1-4)alkoxy, and R2 is hydrogen, (C1-4)alkyl or (C1-4)alkoxy, by reacting a compound of general formula (II): in which R1 and R2 are as defined above, with cyclohexanone in the presence of a catalyst, characterized in that this catalyst is selected from the group comprising alkali metal alcoholates, alkaline earth metal alcoholates, aluminium alcoholates and tetrasubstituted ammonium hydroxides.

  制备通式(I)的1-[氰基(苯基)甲基]环己烷化合物的方法：其中R1为氢或(C1-4)烷氧基，R2为氢，(C1-4)烷基或(C1-4)烷氧基，通过将通式(II)的化合物与环己酮在催化剂存在下反应，所述催化剂选自包括碱金属醇盐、碱土金属醇盐、铝醇盐和四取代铵羟基的群体。
• Process for the preparation of 1-[cyano(4-hydroxyphenyl)methyl]cyclohexanol compounds
  申请人：Mitzel Frieder

  公开号：US20070021627A1

  公开（公告）日：2007-01-25

  Process for the preparation of I-[cyano(phenyl)methyl]cyclohexanol compounds of general formula (I): in which R 1 is hydrogen, (C 1-4 )alkyl or (C 1-4 )alkoxy, wherein a compound of general formula (II): in which R 1 is as defined above, is reacted with cyclohexanone, the reaction being carried out in the presence of an organic or inorganic base, and this organic or inorganic base being present in the reaction mixture in at least an equimolar amount, based on the amount of the compound of general formula (II).

  制备通式(I)中I-[氰(苯基)甲基]环己醇化合物的过程：其中R1为氢、(C1-4)烷基或(C1-4)烷氧基，在通式(II)的化合物中：其中R1如上定义，与环己酮反应，在有机或无机碱的存在下进行反应，该有机或无机碱以至少等摩尔量存在于反应混合物中，基于通式(II)的化合物的量。
• Kasatkin, A. N.; Biktimirov, R. Kh.; Tolstikov, G. A., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 6.1, p. 1037 - 1045
  作者：Kasatkin, A. N.、Biktimirov, R. Kh.、Tolstikov, G. A.、Nikonenko, A. G.

  DOI：——

  日期：——
• An efficient and green protocol for the preparation of cycloalkanols: a practical synthesis of venlafaxine
  作者：Subhash P. Chavan、Dushant A. Khobragade、Subhash K. Kamat、Latha Sivadasan、Kamalam Balakrishnan、T. Ravindranathan、Mukund K. Gurjar、Uttam R. Kalkote

  DOI：10.1016/j.tetlet.2004.08.018

  日期：2004.9

  The condensation of arylacetonitriles with cyclic ketones using aqueous NaOH or KOH under phase transfer catalysis gives almost quantitative yields of cycloalkanols. This protocol is utilized for a practical synthesis of the antidepression drug, venlafaxine. (C) 2004 Elsevier Ltd. All rights reserved.