methyl 3-hydroxy-4-phenoxybutanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 3-hydroxy-4-phenoxybutanoate
• 英文别名: methyl 4-phenoxy-3-hydroxybutanoate
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: JTNCIDQLUONISS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4,4-Tris(methylsulfanyl)-1-phenoxybutan-2-ol 以95%的产率得到
  参考文献：
  名称：

  Abood Nrman A., Synth. Commun., 23 (1993) N 6, S 811-815

  摘要：

  DOI：

文献信息

• A heterogenized cobaltate catalyst on a bis-imidazolium-based covalent triazine framework for hydroesterification of epoxides
  作者：Senkuttuvan Rajendiran、Gunniya Hariyanandam Gunasekar、Sungho Yoon

  DOI：10.1039/c8nj02292e

  日期：——

  heterogeneous catalyst exhibits advantages over its homogeneous counterpart in the synthesis of β-hydroxyesters from epoxides. However, leaching of cobaltate from the catalytic support decreases the selectivity and recyclability of the catalyst. To overcome such drawbacks, a bis-imidazolium-based covalent triazine framework (CTF) is employed as a catalytic support for the hydroesterification catalyst to reduce

  基于咪唑鎓钴酸盐的非均相催化剂在由环氧化物合成β-羟基酯方面显示出优于其均相对应物的优点。但是，从催化载体中浸出钴酸盐会降低催化剂的选择性和可回收性。为了克服这些缺点，使用了基于双咪唑基的共价三嗪骨架（CTF）作为加氢酯化催化剂的催化载体，以通过多咪唑基团的分子内阴离子稳定作用来减少钴的浸出，从而获得了优异的选择性。 β-羟基酯具有前所未有的可回收性。
• An Improved Reaction of <i>tris</i>(Methylthio) methane with Epoxides: Application to the Efficient Synthesis of β-Hydroxy Esters
  作者：Norman A. Abood

  DOI：10.1080/00397919308009842

  日期：1993.3

  Abstract Tris(methylthio) methyllithium reacts efficiently with epoxides in THF:HMPA (5:1) at low temperature to give β-hydroxy orthotrithiocarboxylates which are converted to β-hydroxy esters in high yield.

  摘要 三（甲硫基）甲基锂在低温下与环氧化物在 THF:HMPA (5:1) 中有效反应，生成 β-羟基邻三硫代羧酸盐，并以高产率转化为 β-羟基酯。
• Polyhydroxyalkanoate, method for production thereof and microorganisms for use in the same
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20040067576A1

  公开（公告）日：2004-04-08

  A polyhydroxyalkanoate having a monomer unit composition represented by General Formula (1): A m B (1−m) (1) wherein A is represented by General Formula (2), B is at least one selected from the group consisting of monomer units represented by General Formula (3) or (4), and m has a value of 0.01 or larger and smaller than 1: 1 wherein n has a value of 0 to 10, k has a value of 3 or 5, and R is at least one group selected from the group consisting of groups represented by General Formulae (5) to (7): 2 in Formula (5) R1 is a group selected from the group consisting of a hydrogen atom (H), halogen atoms, —CN, —NO 2 , —CF 3 , —C 2 F 5 . and —C 3 F 7 ; and q is an integer selected from 1 to 8; in Formula (6) R2 is a group selected from the group consisting of a hydrogen atom (H), halogen atoms, —CN, —NO 2 , —CF 3 , —C 2 F 5 and —C 3 F 7 ; and r is an integer selected from 1 to 8; in Formula (7) R3 is a group selected from the group consisting of a hydrogen atom (H), halogen atoms, —CN, —NO 2 , —CF 3 , —C 2 F 5 and —C 3 F 7 ; and s is an integer selected from 1 to 8. The efficient production methods are also provided.

  一种聚羟基脂肪酸酯，其单体单元组成由通式（1）表示：AmB（1-m）（1）其中，A由通式（2）表示，B至少选自通式（3）或（4）表示的单体单元组成的群体，m的值大于或等于0.01且小于1:1。其中n的值为0到10，k的值为3或5，R至少选自通式（5）到（7）表示的群体中的一种：2在公式（5）中，R1选自氢原子（H）、卤素原子、—CN、—NO2、—CF3、—C2F5和—C3F7组成的群体，q为1到8之间的整数；在公式（6）中，R2选自氢原子（H）、卤素原子、—CN、— 、— 、— 和— 组成的群体，r为1到8之间的整数；在公式（7）中，R3选自氢原子（H）、卤素原子、—CN、— 、— 、— 和— 组成的群体，s为1到8之间的整数。同时还提供了高效的生产方法。
• Process for producing ß-hydroxyester
  申请人：Igi Kimitaka

  公开号：US20060122419A1

  公开（公告）日：2006-06-08

  A process for producing a β-hydroxyester by reacting an epoxide, an alcohol and carbon monoxide in the presence of a cobalt carbonyl compound as catalyst, which is characterized in using as co-catalyst, a pyridine derivative having an amino substituent of formula (1), wherein R 1 and R 2 are independently hydrogen, formyl, acyl, alkoxycarbonyl, substituted or unsubstituted alkyl, substituted or unsubstituted aralkyl, substituted or unsubstituted aryl, or R 1 and R 2 may be taken together with the adjacent nitrogen atom to form a ring, and n is an integer of 1 or 2.

  一种生产β-羟基酯的方法，包括在钴羰基化合物的催化下，通过反应环氧化物、醇和一氧化碳来实现，其特征在于使用一种具有式（1）中氨基取代基的吡啶衍生物作为共催化剂，其中R1和R2独立地是氢、甲酰、酰基、烷氧基羰基、取代或未取代的烷基、取代或未取代的芳基烷基、取代或未取代的芳基，或R1和R2可以与相邻的氮原子一起形成环，n是1或2的整数。
• A Sustainable and Versatile Cellulose‐based CO Surrogate for Carbonylative Reactions
  作者：You Wang、Bing Tian、Yi Li、Wei Li、Zhijun Chen、Shouxin Liu、Shujun Li

  DOI：10.1002/cssc.202301324

  日期：——

  The highly toxic and flammable nature of CO lead to high handling demand for its use and storage, undoubtedly constricting its further academic exploration for carbonylative reactions in laboratory. Although many CO surrogates have been developed and applied in carbonylative reactions instead of CO gas, exploration of more versatile CO surrogates for diverse carbonylations is still highly desirable. Here we report a cellulose‐based CO surrogate (cellulose‐CO), which prepared from cheap and abundant cellulose through a simple and green process. The very mild and efficient CO release makes this reagent a highly competitive candidate for providing CO in carbonylation. This surrogate is compatible with a wide variety of functional groups in various carbonylative reactions due to the excellent compatibility of cellulose‐CO. Moreover, the cellulose‐CO exhibits excellent chemical stability which can be stored exposed to air for 12 months, making this CO surrogate a robust and general reagent in CO chemistry.

  摘要 CO 的高毒性和易燃性导致对其使用和储存的处理要求很高，这无疑限制了学术界对其在实验室羰基化反应中的进一步探索。尽管已经开发了许多 CO 代用品并将其应用于替代 CO 气体的羰基化反应中，但探索更多功能的 CO 代用品用于多种羰基化反应仍然是非常必要的。在此，我们报告了一种基于纤维素的 CO 代用品（纤维素-CO），它由廉价而丰富的纤维素通过简单的绿色工艺制备而成。这种试剂能非常温和、高效地释放 CO，是羰基化过程中提供 CO 的极具竞争力的候选试剂。由于纤维素-CO 具有出色的兼容性，这种代用试剂在各种羰基化反应中可与多种官能团兼容。此外，纤维素-CO 还具有极佳的化学稳定性，可暴露在空气中保存 12 个月，使这种 CO 代用试剂成为 CO 化学反应中一种坚固耐用的通用试剂。