trans-2,3-bis(4-hydroxyphenyl)-2-butene | 552-80-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-2,3-bis(4-hydroxyphenyl)-2-butene
• 英文别名: trans-2,3-bis(4'-hydroxyphenyl)-2-butene；Dimethylstilbestrol；E-4,4'-[1,2-dimethyl-1,2-ethenediyl]bisphenol；2,3-bis(4-hydroxyphenyl)-2-butene；4,4'-(1,2-dimethyl-ethene-1,2-diyl)-bis-phenol；2,3-bis-(4-hydroxy-phenyl)-but-2t-ene；4-[(E)-3-(4-hydroxyphenyl)but-2-en-2-yl]phenol
• CAS: 552-80-7
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: XPINIPXARSNZDM-VAWYXSNFSA-N

物化性质

• 沸点：
  323.02°C (rough estimate)
• 密度：
  1.1228 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-2,3-bis(4-hydroxyphenyl)-2-butene 在 palladium on activated charcoal 氢溴酸 、 氢气 、 potassium carbonate 、 溶剂黄146 作用下， 生成 4,4'-(2R,3R)-butane-2,3-diyldiphenol
  参考文献：
  名称：

  Antioestrogenic and antifertility compounds. I. 2-(NN-Dialkylamino)ethyl ethers of some stilbene-4,4'-diol and 4,4'-dihydroxybibenzyl derivatives

  摘要：

  一系列α-甲基- 和 α,α?-二甲基二苯乙烯和-联苄化合物，其 4,4? 4,4?-位被羟基（或甲氧基）和 2-(NN-二烷基氨基)乙氧基取代的苄基化合物 基团取代的 4,4? 活性。此外，还介绍了相应的双-2-（NN-二烷基氨基）乙基醚。 描述。

  DOI：

  10.1071/ch9671413
• 作为产物：
  描述：

  对羟基苯乙酮 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 6.33h， 以65%的产率得到trans-2,3-bis(4-hydroxyphenyl)-2-butene
  参考文献：
  名称：

  Identification of novel SAR properties of the Jak2 small molecule inhibitor G6: Significance of the para-hydroxyl orientation

  摘要：

  In this study, we analyzed the structure-activity relationship properties of the small molecule Jak2 inhibitor G6. We synthesized a set of derivatives containing the native para-hydroxyl structure or an alternative meta-hydroxyl structure and examined their Jak2 inhibitory properties. We found that the para-hydroxyl derivative known as NB15 had excellent Jak2 inhibitory properties in silico, in vitro, and ex vivo when compared with meta-hydroxyl derivatives. These results indicate that NB15 is a potent derivative of the Jak2 inhibitor G6, and that maintaining the para-hydroxyl orientation of G6 is critical for its Jak2 inhibitory potential. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.042

文献信息

• Silylated polycarbonate polymers, method of making, and articles
  申请人：Lens Jan Pleun

  公开号：US20080306294A1

  公开（公告）日：2008-12-11

  A silylated dihydroxy aromatic compound of the formula (1a); wherein G a and G b are each independently C 1-12 alkyl, —OSi(C 1-12 alkyl) 3 , C 1-12 arylalkyl, or —OSi(C 1-12 arylalkyl) 3 ; Z a and Z b are each independently a straight or branched C 2-18 alkylene, a C 8-18 arylalkylene, or a C 8-18 alkylarylene, X a is a direct bond, a heteroatom-containing group, or a C 1-18 organic group, and r and s are each independently 1 or 2 is disclosed.

  一种具有式(1a)的硅烷化二羟基芳香族化合物；其中Ga和Gb各自独立地为C1-12烷基、—OSi(C1-12烷基)3、C1-12芳基烷基或—OSi(C1-12芳基烷基)3；Za和Zb各自独立地为直链或支链的C2-18亚烷基、C8-18芳基亚烷基或C8-18烷基芳基亚烷基，Xa为直接键、含杂原子基团或C1-18有机基团，且r和s各自独立地为1或2。
• [EN] SILICONE CONDENSATION REACTION<br/>[FR] REACTION DE CONDENSATION DE SILICONE
  申请人：GEN ELECTRIC

  公开号：WO2006020752A1

  公开（公告）日：2006-02-23

  A new silicone condensation reaction, the condensation between an alkoxy silane or siloxane or a dihydric phenol and an organo-hydrosilane or siloxane and catalysts therefore is described and claimed.

  描述和要求一种新的硅酮缩合反应，即烷氧基硅烷或硅氧烷或双酚与有机-氢硅烷或硅氧烷之间的缩合反应，以及其中的催化剂。
• Oxidation of aromatic substrates Part VII
  作者：David C. Ayres、Daniel P. Levy

  DOI：10.1016/s0040-4020(01)87651-1

  日期：1986.1

  Whereas free phenols are rapidly oxidised by ruthenium tetroxide with fragmentation, the aromatic nuclei of their O-trifluoroacetates are unaffected by the reagent in dry conditions. This has led to a method for the controlled oxidation of functionalised phenols which is demonstrated here by the selective cleavage of hydroxyarylalkenes, coumarins and aromatic steroidal alkenes.

  游离酚被四氧化钌快速氧化并断裂，而它们的O-三氟乙酸酯的芳香核在干燥条件下不受试剂的影响。这导致了官能化酚的受控氧化的方法，在此通过羟基芳基烯烃，香豆素和芳族甾族烯烃的选择性裂解来证明。
• [EN] METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES<br/>[FR] PROCÉDÉS DE PRODUCTION DE 2-ARYL-3,3-BIS(HYDROXYARYL)PHTALIMIDINES
  申请人：SABIC GLOBAL TECHNOLOGIES BV

  公开号：WO2017182983A1

  公开（公告）日：2017-10-26

  A synthetic route for producing a 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine, using a dihydrophenolphthalein intermediate is provided. The dihydrophenolphthalein can be obtained by reduction of a precursor phenolphthalein that is commonly used in the manufacture of phthalimidines. Formation of the dihydrophenolphthalein is followed by activation, amide formation, and oxidation to provide the product phthalimidine

  提供了一种合成路线，用于生产2-苯基-3,3-双(4-羟基苯基)邻苯二酰亚胺，使用二氢苯酚邻苯二酮中间体。二氢苯酚邻苯二酮可以通过还原常用于制造邻苯二酰亚胺的前体苯酞酮获得。形成二氢苯酚邻苯二酮后，随后进行活化、酰胺形成和氧化以提供产物邻苯二酰亚胺。
• [EN] METHODS FOR PURIFYING 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES<br/>[FR] PROCÉDÉS DE PURIFICATION DE 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES
  申请人：SABIC GLOBAL TECHNOLOGIES BV

  公开号：WO2015162564A1

  公开（公告）日：2015-10-29

  Methods for synthesizing and purifying 2-aryl-3,3-bis(4-hydroxyaryl)phthalimidine compounds are provided. The method includes heating a reaction mixture including a phenolphthalein, a primary aryl amine, and an acid catalyst to form a phthalimidine; precipitating the phthalimidine from the reaction mixture to provide a crude phthalimidine; providing a solution including the crude phthalimidine, an additive, and at least one solvent; contacting the solution with one or more purification agents to provide a treated solution; precipitating and recovering a phthalimidine adduct from the treated solution; and recovering a purified phthalimidine compound from the adduct.

  提供了合成和纯化2-芳基-3,3-双(4-羟基芳基)邻苯二酰亚胺化合物的方法。该方法包括加热包括苯酞、一种主要芳基胺和酸催化剂的反应混合物以形成邻苯二酰亚胺；从反应混合物中沉淀邻苯二酰亚胺以提供粗邻苯二酰亚胺；提供包括粗邻苯二酰亚胺、添加剂和至少一种溶剂的溶液；将溶液与一种或多种纯化剂接触以提供处理后的溶液；从处理后的溶液中沉淀和回收邻苯二酰亚胺加合物；并从加合物中回收纯化的邻苯二酰亚胺化合物。