1,1-bis(4-hydroxyphenyl)-2-methylprop-1-ene | 93434-07-2

• 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: 1,1-bis(4-hydroxyphenyl)-2-methylprop-1-ene
• 英文别名: 4,4'-(2-methylprop-1-ene-1,1-diyl)diphenol；2-Methyl-1,1-bis-(4-hydroxy-phenyl)-propen-(1)；4-[1-(4-Hydroxyphenyl)-2-methylprop-1-enyl]phenol
• CAS: 93434-07-2
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: WLTGHDOBXDJSSX-UHFFFAOYSA-N

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：

  1,1-bis(4-hydroxyphenyl)-2-methylprop-1-ene 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 水 、 乙腈 为溶剂， 反应 19.5h， 生成 4,4'-(3-(1H-imidazole-1-yl)-2-methylprop-1-ene-1,1-diyl)diphenol
  参考文献：
  名称：

  Balanced dual acting compounds targeting aromatase and estrogen receptor α as an emerging therapeutic opportunity to counteract estrogen responsive breast cancer

  摘要：

  DOI：

  10.1016/j.ejmech.2021.113733
• 作为产物：
  描述：

  2-methyl-1,1-(4,4-dimethoxydiphenyl)-1-propene 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 1,1-bis(4-hydroxyphenyl)-2-methylprop-1-ene
  参考文献：
  名称：

  Synthesis of Unsymmetrical Diphenylalkenes¹

  摘要：

  DOI：

  10.1021/jm00342a033

文献信息

• [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。
• [EN] METHODS OF PURIFICATION OF 2-ARYL-3,3-BIS(4- HYDROXYARYL)PHTHALIMIDINES, AND POLYMERS DERIVED THEREFROM<br/>[FR] PROCÉDÉS DE PURIFICATION DE 2-ARYL-3,3-BIS(4- HYDROXYARYL)PHTHALIMIDINES ET DE SES POLYMÈRES DÉRIVÉS
  申请人：SABIC GLOBAL TECHNOLOGIES BV

  公开号：WO2018011702A1

  公开（公告）日：2018-01-18

  A method for the purification of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine including heating a reaction mixture comprising a phenolphthalein compound and a primary arylamine in the presence of an acid catalyst to form a reaction mixture comprising a 2-aryl-3,3- bis(hydroxyaryl)phthalimidine; quenching the reaction mixture with an aqueous alkali solution to form a quenched reaction mixture; extracting the quenched reaction mixture with an aminoaryl compound to form an organic layer and an extracted aqueous layer comprising a crude 2-aryl-3,3-bis(hydroxyaryl)phthalimidine is provided. Methods for the manufacture of a polycarbonate, including manufacturing the 2-aryl-3,3-bis(hydroxyaryl)phthalimidine, and polymerizing the 2-aryl-3,3-bis(hydroxyaryl)phthalimidine in the presence of a carbonate source are provided.

  提供了一种用于纯化2-芳基-3,3-双(羟基芳基)邻苯二酰亚胺的方法，包括在酸催化剂存在下加热反应混合物，该混合物包括邻苯二酚化合物和一种主要芳胺，以形成含有2-芳基-3,3-双(羟基芳基)邻苯二酰亚胺的反应混合物；用含水碱溶液淬灭反应混合物，形成淬灭后的反应混合物；用氨基芳基化合物萃取淬灭后的反应混合物，形成有机层和提取的含有粗2-芳基-3,3-双(羟基芳基)邻苯二酰亚胺的水层。还提供了一种聚碳酸酯的制备方法，包括制备2-芳基-3,3-双(羟基芳基)邻苯二酰亚胺，并在碳酸酯源存在下聚合2-芳基-3,3-双(羟基芳基)邻苯二酰亚胺。
• [EN] CONTINUOUS METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(4-HYDROXYARYL)PHTHALIMIDINES, AND POLYMERS DERIVED THEREFROM<br/>[FR] PROCÉDÉS DE FABRICATION EN CONTINU DE 2-ARYL-3,3-BIS(4-HYDROXYARYL)PHTHALIMIDINES, ET DES POLYMÈRES DÉRIVÉS DE CELUI-CI
  申请人：SABIC GLOBAL TECHNOLOGIES BV

  公开号：WO2018013623A1

  公开（公告）日：2018-01-18

  A continuous method for the manufacture of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine comprising continuously heating an anhydride with a phenol in the presence of a catalyst and a first co-catalyst, to form a first reaction mixture comprising a phenolphthalein compound; precipitating the phenolphthalein compound; combining a primary arylamine with an acid catalyst and a second co-catalyst to form a second reaction mixture; adding the phenolphthalein compound to the second reaction mixture; continuously heating the second reaction mixture to provide a third reaction mixture comprising a crude phthalimidine; and treating the crude phthalimidine to remove aminophenol and purify the phthalimidine is provided.

  一种连续制备2-芳基-3,3-双(羟基芳基)邻苯二酰亚胺的方法，包括在催化剂和第一辅助催化剂的存在下，连续加热酐和酚，形成第一反应混合物，其中包括苯酚酞化合物；沉淀苯酚酞化合物；将一次芳基胺与酸性催化剂和第二辅助催化剂结合，形成第二反应混合物；将苯酚酞化合物加入第二反应混合物；连续加热第二反应混合物，得到包含粗邻苯二酰亚胺的第三反应混合物；并处理粗邻苯二酰亚胺以去除氨基酚并纯化邻苯二酰亚胺。
• [EN] METHODS FOR PRODUCING AND PURIFYING 2-ARYL-3, 3-BIS ( 4 -HYDROXYARYL) PHTHALIMIDINE DERIVATIVES<br/>[FR] PROCÉDÉS DE PRODUCTION ET DE PURIFICATION DE DÉRIVÉS DE 2-ARYL-3,3-BIS (4-HYDROXYARYL)PHTALIMIDINE
  申请人：SABIC INNOVATIVE PLASTICS IP

  公开号：WO2010067330A1

  公开（公告）日：2010-06-17

  Disclosed herein is a method for producing a purified 2-aryl-3,3-bis(4-hydroxyaryl) phthalimidine of formula (I) wherein R1 is hydrogen or a C1-25 hydrocarbyl group and R2 is a hydrogen, a C1-25 hydrocarbyl group, or a halogen, and wherein the method comprises dissolving a crude phthalimidine compound in an aqueous base solution; precipitating the dissolved, crude phthalimidine compound from the aqueous base solution by adding an acid in an amount effective to lower the pH of the solution to 9.0 to 12.0, to provide a semicrude phthalimidine compound; and isolating the semicrude phthalimidine compound from the aqueous base solution, to provide the purified 2-aryl-3,3-bis (4-hydroxyaryl) phthalimidine of formula (I), and having a phenolphthalein compound content of less than 2,500 ppm, based on the weight of the purified 2-aryl-3,3-bis(4-hydroxyaryl) phthalimidine. Subsequent trituration with aqueous methanol and recrystallization from isopropanol can result in product having levels of phenolphthalein derivatives that are not detectable.

  本公开揭示了一种生产纯化的2-芳基-3,3-双(4-羟基芳基)邻苯二酰亚胺的方法，其中R1是氢或C1-25烃基团，R2是氢、C1-25烃基团或卤素，该方法包括将粗邻苯二酰亚胺化合物溶解在水性碱性溶液中；通过添加足量酸使溶解的粗邻苯二酰亚胺化合物从水性碱性溶液中沉淀，以使溶液的pH降至9.0至12.0，以提供半粗邻苯二酰亚胺化合物；并从水性碱性溶液中分离半粗邻苯二酰亚胺化合物，以提供纯化的2-芳基-3,3-双(4-羟基芳基)邻苯二酰亚胺，其苯酚酞化合物含量低于2500 ppm，基于纯化的2-芳基-3,3-双(4-羟基芳基)邻苯二酰亚胺的重量。随后使用水甲醇进行研磨和异丙醇重结晶可以得到含有不可检测苯酚酞衍生物水平的产品。