4-(环丙基羰基)苯乙腈 | 35981-67-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(环丙基羰基)苯乙腈
• 英文名称: 2-(4-(cyclopropanecarbonyl)phenyl)acetonitrile
• 英文别名: acetonitril；p-Cyclopropyl-carbonyl-phenyl-acetonitril；(4-cyclopropanecarbonyl-phenyl)-acetonitrile；4-(Cyclopropylcarbonyl)phenylacetonitrile；4-Cyclopropylcarbonylphenylacetonitrile；2-[4-(cyclopropanecarbonyl)phenyl]acetonitrile
• CAS: 35981-67-0
• 化学式: C₁₂H₁₁NO
• mdl: MFCD08063808
• 分子量: 185.225
• InChiKey: ZYNFLGUZGVTJOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  4-(环丙基羰基)苯乙腈 在 氢氧化钾 、 乙醇 作用下， 生成 4-(cyclopropylcarbonyl)-benzeneacetic acid,methyl ester
  参考文献：
  名称：

  （-环丙基-对甲苯基）乙酸及相关化合物的合成及抗炎活性。

  摘要：

  DOI：

  10.1021/jm00263a015
• 作为产物：
  描述：

  环丙基(4-甲基苯基)-甲酮 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 4-(环丙基羰基)苯乙腈
  参考文献：
  名称：

  （-环丙基-对甲苯基）乙酸及相关化合物的合成及抗炎活性。

  摘要：

  DOI：

  10.1021/jm00263a015

文献信息

• Intermediates useful for the preparation of antihistaminic piperidine derivatives
  申请人：Merrell Pharmaceuticals, Inc.

  公开号：US06348597B2

  公开（公告）日：2002-02-19

  The present invention is related to a novel intermediates and processes which are useful in the preparation of certain antihistaminic piperidine derivatives of the formula wherein W represents —C(═O)— or —CH(OH)—; R1 represents hydrogen or hydroxy; R2 represents hydrogen; R1 and R2 taken together form a second bond between the carbon atoms bearing R1 and R2; n is an integer of from 1 to 5; m is an integer 0 or 1; R3 is —COOH or —COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched each of A is hydrogen or hydroxy; and pharmaceutically acceptable salts and individual optical isomers thereof, with the proviso that where R1 and R2 are taken together to form a second bond between the carbon atoms bearing R1 and R2 or where R1 represented hydroxy, m is an integer 0.

  本发明涉及一种新型中间体和过程，该中间体和过程在制备某些抗组胺酸哌啶衍生物的过程中非常有用，其化学式为 其中 W代表—C(═O)—或—CH(OH)—; R1代表氢或羟基; R2代表氢; R1和R2一起形成连接R1和R2的碳原子之间的第二键; n为1至5的整数; m为0或1的整数; R3为—COOH或—COO烷基，其中烷基基团具有1至6个碳原子，直链或支链，A的每个是氢或羟基;以及其药用可接受盐和各自的光学异构体， 但是当R1和R2一起形成连接R1和R2的碳原子之间的第二键或当R1代表羟基时，m为0。
• [EN] Process for the production of 2-[4-(cyclopropanecarbonyl)phenyl]-2-methyl-propanenitrile<br/>[FR] PROCÉDÉ POUR LA PRODUCTION DE 2-[4-(CYCLOPROPANECARBONYL)PHÉNYL]-2-MÉTHYL-PROPANENITRILE
  申请人：SANOFI AVENTIS DEUTSCHLAND

  公开号：WO2016116555A1

  公开（公告）日：2016-07-28

  A new process for the production of 2-[4-(cyclopropanecarbonyl)phenyl]-2-methyl- propanenitrile is described. This compound can be used for the production of drugs, such as Fexofenadine.

  描述了一种生产2-[4-(环丙基甲酰基)苯基]-2-甲基丙腈的新工艺。这种化合物可用于生产药物，如非索非丁。
• Mild Ring Contractions of Cyclobutanols to Cyclopropyl Ketones via Hypervalent Iodine Oxidation
  作者：Yan Sun、Xin Huang、Xiaojin Li、Fan Luo、Lei Zhang、Mengyuan Chen、Shiya Zheng、Bo Peng

  DOI：10.1002/adsc.201701237

  日期：2018.3.20

  An iodine‐mediated oxidative ring contraction of cyclobutanols has been developed. The reaction allows the synthesis of a wide range of aryl cyclopropyl ketones under mild and eco‐friendly conditions. A variety of functional groups including aromatic or alkyl halides, ethers, esters, ketones, alkenes, and even aldehydes are nicely tolerated in the reaction. This is in contrast with traditional synthetic

  已经开发出碘介导的环丁醇的氧化环收缩。该反应可以在温和且环保的条件下合成各种芳基环丙基酮。反应中可以很好地耐受各种官能团，包括芳族或烷基卤化物，醚，酯，酮，烯烃，甚至醛。这与传统的合成方法相反，在传统的合成方法中，官能团的耐受性通常很差。碘氧化系统的可调性也突出了该方法的实用性。具体而言，将碘（III）试剂与适当的碱结合使用可使反应适应一系列富挑战性的富电子芳烃底物。在此也显示了该反应的简便可扩展性。
• Intermediates useful for the preparation of antihistaminic piperidine
  申请人：Merrell Pharmaceuticals Inc.

  公开号：US06147216A1

  公开（公告）日：2000-11-14

  The present invention is related to a novel intermediates and processes which are useful in the preparation of certain antihistaminic piperidine derivatives of the formula ##STR1## wherein W represents --C(.dbd.O)-- or --CH(OH)--; R.sub.1 represents hydrogen or hydroxy; R.sub.2 represents hydrogen; R.sub.1 and R.sub.2 taken together form a second bond between the carbon atoms bearing R.sub.1 and R.sub.2 ; n is an integer of from 1 to 5; m is an integer 0 or 1; R.sub.3 is --COOH or --COOalkyl wherein the alkyl moiety has from 1 to 6 carbon atoms and is straight or branched each of A is hydrogen or hydroxy; and pharmaceutically acceptable salts and individual optical isomers thereof, with the proviso that where R.sub.1 and R.sub.2 are ta to form a second bond between the carbon R.sub.1 and R.sub.2 or where R.sub.1 represented hydroxy integer 0.

  本发明涉及一种新型中间体和工艺，可用于制备某些抗组胺酸哌啶衍生物，其化学式为##STR1##其中W代表--C(.dbd.O)--或--CH(OH)--；R.sub.1代表氢或羟基；R.sub.2代表氢；R.sub.1和R.sub.2共同形成连接R.sub.1和R.sub.2的碳原子之间的第二键；n为1至5的整数；m为0或1的整数；R.sub.3为--COOH或--COOalkyl，其中alkyl基含有1至6个碳原子，是直链或支链；每个A都是氢或羟基；以及其药用盐和单体光学异构体，但其中R.sub.1和R.sub.2形成连接R.sub.1和R.sub.2的碳原子之间的第二键或R.sub.1代表羟基时除外。
• Processes for the production of fexofenadine
  申请人：——

  公开号：US20030166682A1

  公开（公告）日：2003-09-04

  An improved process for the manufacture of fexofenadine is described in which a compound of formula (F): wherein R 2 represents COOH, COO—C 1-6 alkyl or CN; and R 3 represents hydrogen, mesylate, triflate, tosylate or carboxy-C 1-6 -alkyl, or a salt thereof is prepared by: (I) reacting a compound of formula (B): wherein R1 represents hydrogen or carboxy-C 1-6 -alkyl; and R 2 is a hereinbefore defined, with a copper and/or silver compound in the presence of palladium or a compound thereof to yield a compound of formula (C): wherein R 1 , and R 2 are as hereinbefore defined; (II) converting said compound of formula (C) into a compound of formula (E): wherein R 2 and R 3 are as hereinbefore defined and R 4 represents a halogen atom, and (III) reacting said compound of formula (E) with azacyclonol.

  本发明描述了一种改进的费索芬丁制造工艺，其中通过以下步骤制备式（F）的化合物：其中R2代表COOH，COO-C1-6烷基或CN；R3代表氢、甲磺酸盐、三氟甲磺酸盐、对甲苯磺酸盐或羧基-C1-6-烷基，或其盐：（I）将式（B）的化合物与铜和/或银化合物在钯或其化合物的存在下反应，以产生式（C）的化合物：其中R1和R2如上所述；（II）将式（C）的化合物转化为式（E）的化合物：其中R2和R3如上所述，R4代表卤素原子；（III）将式（E）的化合物与氮杂环己烷反应。