(+/-)-1-(2-thienyl)-2-phenyl-1-ethanol | 36634-79-4

• 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: (+/-)-1-(2-thienyl)-2-phenyl-1-ethanol
• 英文别名: 2-phenyl-1-thiophen-2-yl-ethanol；2-Phenyl-1--aethanol-(1)；Benzyl-α-thienylmethanol；2-Thienylbenzylcarbinol；2-Phenyl-1-thiophen-2-ylethanol
• CAS: 36634-79-4
• 化学式: C₁₂H₁₂OS
• 分子量: 204.293
• InChiKey: DPAWRTMEBCYSHU-UHFFFAOYSA-N

物化性质

• 沸点：
  132-134 °C(Press: 1-2 Torr)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-1-(2-thienyl)-2-phenyl-1-ethanol 在 2,2,6,6-四甲基哌啶氧化物 、 copper diacetate 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 以87%的产率得到2-苯基-1-(噻吩-2-基)乙酮
  参考文献：
  名称：

  Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile

  摘要：

  We reported a ligand- and additive-free Cu(OAc)(2)/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a broad range of primary and secondary benzylic alcohols, primary and secondary 1-heteroaryl alcohols, cinnamyl alcohols, and aliphatic alcohols to the corresponding aldehydes and ketones. This ambient temperature oxidation protocol is of practical features like aqueous acetonitrile as solvent, ambient air as the terminal oxidant, and low catalyst loading, presenting a potential value in terms of both economical and environmental considerations. Based on the experimental observations, a plausible reaction mechanism was proposed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.050
• 作为产物：
  描述：

  2-噻吩甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 以 乙醚 为溶剂， 以82%的产率得到(+/-)-1-(2-thienyl)-2-phenyl-1-ethanol
  参考文献：
  名称：

  Tanyeli, Cihangir; Akhmedov, Idris M.; Oezdemirhan, Devrim, Enantiomer, 2001, vol. 6, # 5, p. 259 - 265

  摘要：

  DOI：

文献信息

• 1,3,8-Triazaspiro[4.5]decan-4-one derivatives useful for the treatment of ORL-1 receptor mediated disorders
  申请人：——

  公开号：US20030109539A1

  公开（公告）日：2003-06-12

  The present invention is directed to novel 1,3,8-triazaspiro[4.5]decan-4-one derivatives of the general formula 1 wherein all variables are as defined herein, useful in the treatment of disorders and conditions mediated by the ORL-1 G-protein coupled receptor. More particularly, the compounds of the present invention are useful in the treatment of disorders and conditions such as anxiety, depression, substance abuse, neuropathic pain, acute pain, migraine, asthma, cough and for improved cognition.

  本发明涉及一种新颖的一舁3，8-三氮杂螺[4.5]癸烷-4-酮衍生物，其一般式如下： 1 其中所有变量如本文所定义，在治疗由ORL-1 G蛋白偶联受体介导的疾病和症状中有用。更具体地，本发明的化合物在治疗焦虑、抑郁、物质滥用、神经病痛、急性疼痛、偏头痛、哮喘、咳嗽和改善认知方面有用。
• Silver catalyzed zinc Barbier reaction of benzylic halides in water
  作者：Lothar W. Bieber、Elisabeth C. Storch、Ivani Malvestiti、Margarete F. da Silva

  DOI：10.1016/s0040-4039(98)02199-6

  日期：1998.12

  Benzylic chlorides react in aqueous dibasic potassium phosphate under silver catalysis with aromatic aldehydes in the presence of zinc dust to give 1,2-diaryl alcohols in moderate to good yields. Dimerization to bibenzyls and reduction of the halide are important side reactions. A wide range of substituted aromatic and heteroaromatic aldehydes and of substituted benzylic chlorides can be used. Aliphatic

  在锌粉存在下，在银催化下，苄基氯化物在磷酸二氢钾水溶液中与芳族醛发生反应，以中等至良好的收率得到1,2-二芳基醇。二聚为联苄基和卤化物的还原是重要的副反应。可以使用多种取代的芳族和杂芳族醛以及取代的苄基氯。脂肪醛和酮是不反应的。讨论了金属表面两个SET的机理。
• Regiochemical control of the catalytic asymmetric hydroboration of 1,2-diarylalkenes
  作者：Antonia Black、John M. Brown、Christophe Pichon

  DOI：10.1039/b508292g

  日期：——

  The hydroboration of stilbenes and related disubstituted alkenes catalysed by QUINAP complexes may proceed with high enantio- and regioselectivity; rhodium and iridium catalysts give the same product regioisomer but opposite enantiomers.

  QUINAP配合物催化的对苯乙烯和相关双取代烯烃的硼氢化反应可能具有很高的对映选择性和区域选择性。铑和铱催化剂产生相同的产物区域异构体，但相反的对映异构体。
• A new, simple, efficient electrosynthesis of functionalized benzylic zinc species and their reactivity toward aromatic aldehydes
  作者：C. Gosmini、Y. Rollin、C. Gebehenne、E. Lojou、V. Ratovelomanana、J. Périchon

  DOI：10.1016/s0040-4039(00)77267-4

  日期：1994.8

  zincs are formed in acetonitrile upon reaction of the bromide derivatives, in good yields, using a catalytic electrogenerated zinc species associated with massive zinc. In the presence of chlorotrimethylsilane, these organozincs react instantaneously with functionalized aromatic aldehydes.

  在溴化物衍生物反应时，使用与大量锌缔合的催化电生成锌物质，可以良好的收率在乙腈中形成各种稳定的取代苄基锌。在三甲基氯硅烷存在下，这些有机锌与官能化的芳族醛立即反应。
• [EN] 1,3,8-TRIAZASPIRO[4.5]DECAN-4-ONE DERIVATIVES USEFUL FOR THE TREATMENT OF ORL-1 RECEPTOR MEDIATED DISORDERS<br/>[FR] DERIVES DE 1,3,8-TRIAZASPIRO[4.5]DECAN-4-ONE UTILES DANS LE TRAITEMENT DE TROUBLES INDUITS PAR LE RECEPTEUR ORL-1
  申请人：ORTHO MCNEIL PHARM INC

  公开号：WO2002083673A1

  公开（公告）日：2002-10-24

  The present invention is directed to novel 1,3,8-triazaspiro[4.5]decan-4-one derivatives of general formula wherein all variables are as defined herein, useful in the treatment of disorders and conditions mediated by the ORL-1 G-protein coupled receptor. More particularly, the compounds of the present invention are useful in the treatment of disorders and conditions such as anxiety, depression, substance abuse, neuropathic pain, acute pain, migraine, asthma, cough and for improved cognition.

  本发明涉及一种新型的1,3,8-三氮杂螺[4.5]癸酮衍生物，其通式中所有变量如本文所定义，可用于治疗由ORL-1 G蛋白偶联受体介导的疾病和症状。更具体地，本发明的化合物可用于治疗焦虑、抑郁、物质滥用、神经病性疼痛、急性疼痛、偏头痛、哮喘、咳嗽以及改善认知能力的疾病和症状。