(+/-)-2-chloro-1-(3,4-dimethoxyphenyl)ethanol | 4973-20-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-2-chloro-1-(3,4-dimethoxyphenyl)ethanol
• 英文别名: (R,S)-2-chloro-1-(3,4-dimethoxyphenyl)ethanol；2-chloro-1-(3,4-dimethoxyphenyl)ethanol；2-Chloro-1-(3,4-dimethoxyphenyl)ethan-1-ol
• CAS: 4973-20-0
• 化学式: C₁₀H₁₃ClO₃
• 分子量: 216.664
• InChiKey: JESLOTGLPBZOSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  334.1±42.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-2-chloro-1-(3,4-dimethoxyphenyl)ethanol 生成 (R)-2-chloro-1-(3,4-dimethoxyphenyl)ethanol
  参考文献：
  名称：

  Irreversible and highly enantioselective acylation of 2-halo-1-arylethanols in organic solvents catalyzed by a lipase from Pseudomonas fluorescens

  摘要：

  DOI：

  10.1021/jo00261a033
• 作为产物：
  描述：

  3,4-二羟基-2'-氯苯乙酮 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 8.0h， 生成 (+/-)-2-chloro-1-(3,4-dimethoxyphenyl)ethanol
  参考文献：
  名称：

  Irreversible and highly enantioselective acylation of 2-halo-1-arylethanols in organic solvents catalyzed by a lipase from Pseudomonas fluorescens

  摘要：

  DOI：

  10.1021/jo00261a033

文献信息

• Highly enantioselective acylation of chlorohydrins using Amano AK lipase from P. fluorescens immobilized on silk fibroin–alginate spheres
  作者：Irlon M. Ferreira、Rodolfo H.V. Nishimura、Ana B. dos A. Souza、Giuliano C. Clososki、Sergio A. Yoshioka、André L.M. Porto

  DOI：10.1016/j.tetlet.2014.07.032

  日期：2014.9

  kinetic resolution mediated by Amano AK lipase from Pseudomonas fluorescens immobilized in silk friboin-alginate spheres. Thus, the enantioselectivity of the process was sufficient for the production of the desired alcohols and acetates in good yields and high enantiomeric purities. This Letter provides a simple, cheap, and practical protocol for enantioselective synthesis of chlorohydrins and reinforces

  选择含氯醇基团的芳族，烯丙基和脂族化合物作为底物，用于由固定在丝素-海藻酸盐球体中的荧光假单胞菌的Amano AK脂肪酶介导的酶促动力学拆分。因此，该方法的对映选择性足以以高收率和高对映体纯度生产所需的醇和乙酸酯。该信为氯醇的对映选择性合成提供了一种简单，廉价和实用的方案，并增强了丝素蛋白作为多相催化剂载体的多功能性。
• Method of manufacturing optically active (-)-2-halo-1-(substituted
  申请人：Kanegafuchi Kagaku Kogyo Kabushiki Kaisha

  公开号：US05266485A1

  公开（公告）日：1993-11-30

  A method is proposed for manufacturing (-)-2-bromo-1-(3'-chlorophenyl) ethanol by bringing a 2-bromo-1-(3'-chlorophenyl) ethanone into contact with a microorganism belonging to 9 genuses including Ashbya genus and Brettanomycess genus to thereby reduce it asymmetrically into (-)-2-bromo-1-(3'-chlorophenyl) ethanol, and for manufacturing (-)-substituted styrene oxide by cyclizing the obtained alcohol under alkaline conditions. The (-)-substituted styrene oxide can be manufactured efficiently.

  提出了一种制造(-)-2-溴-1-(3'-氯苯基)乙醇的方法，将2-溴-1-(3'-氯苯基)乙酮与属于9个属的微生物（包括Ashbya属和Brettanomycess属）接触，使其不对称还原为(-)-2-溴-1-(3'-氯苯基)乙醇，并在碱性条件下环化所得的醇制造(-)-取代苯乙烯环氧化物。(-)-取代苯乙烯环氧化物可以高效地制造。
• PROCESS FOR PRODUCING OPTICALLY ACTIVE (-)-2-HALO-1-(SUBSTITUTED PHENYL)ETHANOL AND (-)-SUBSTITUTED STYRENE OXIDE
  申请人：KANEGAFUCHI KAGAKU KOGYO KABUSHIKI KAISHA

  公开号：EP0493617A1

  公开（公告）日：1992-07-08

  A process for producing (-)-substituted styrene oxide efficiently, which comprises reducing 2-bromo-1-(3'-chlorophenyl)ethanone asymmetrically into (-)-2-bromo-1-(3'-chlorophenyl)ethanol in the presence of a microorganism belonging to any of the 11 genera including Ashbya and Brettanomyces, and cyclizing the isolated and purified product under an alkaline condition into (-)-substituted styrene oxide.

  一种高效生产(-)-取代的氧化苯乙烯的工艺，它包括在属于 Ashbya 和 Brettanomyces 等 11 个属中任何一个属的微生物存在下，将 2-溴-1-(3'-氯苯基)乙酮不对称地还原成(-)-2-溴-1-(3'-氯苯基)乙醇，并在碱性条件下将分离和纯化的产物环化成(-)-取代的氧化苯乙烯。
• Efficient synthesis of chlorohydrins using ClCH2MgCl·LiCl
  作者：Rodolfo H.V. Nishimura、Fabiano T. Toledo、João L.C. Lopes、Giuliano C. Clososki

  DOI：10.1016/j.tetlet.2012.10.132

  日期：2013.1

  The mixed lithium-magnesium carbenoid ClCH2MgCl center dot LiCl was easily generated in THF through the reaction of chloroiodomethane with i-PrMgCl-LiCl at -78 degrees C. This reagent reacts well with a number of aldehydes to give the corresponding chlorohydrins in good yields. (C) 2012 Elsevier Ltd. All rights reserved.
• HIRATAKE, JUN;INAGAKI, MINORU;NISHIOKA, TAKAAKI;ODA, JUNICHI, J. ORG. CHEM., 53,(1988) N6, C. 6130-6133
  作者：HIRATAKE, JUN、INAGAKI, MINORU、NISHIOKA, TAKAAKI、ODA, JUNICHI

  DOI：——

  日期：——