iso-propyl 4-hydroxyphenylacetate | 41997-33-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: iso-propyl 4-hydroxyphenylacetate
• 英文别名: isopropyl 4-hydroxyphenylacetate；Isopropyl-p-hydroxyphenylacetat；propan-2-yl 2-(4-hydroxyphenyl)acetate
• CAS: 41997-33-5
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: JKBWCOBNULKQJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  iso-propyl 4-hydroxyphenylacetate 在 palladium on activated charcoal 18-冠醚-6 、 氢气 、 potassium hydride 作用下， 以 乙酸乙酯 为溶剂， 反应 3.33h， 生成 tert-butyl 3-phenyl-3-<4-phenoxy>propanoate
  参考文献：
  名称：

  恶唑烷作为掩蔽环肽生物碱等价物：没有肽偶联的环肽化学

  摘要：

  杂原子取代的新型 [3.3] 恶唑烷作为环肽生物碱 14 元环系统特征的前体的合成研究已报道。讨论了更简单的模型系统，以及成功形成包含恶唑核的完全功能化的非外消旋环芳。一次操作即可揭开必需的环状二肽

  DOI：

  10.1021/ja00175a039
• 作为产物：
  描述：

  对羟基苯乙酸 在 四氯化硅 作用下， 反应 18.0h， 生成 iso-propyl 4-hydroxyphenylacetate
  参考文献：
  名称：

  Silica Chloride: A Versatile Heterogeneous Catalyst for Esterification and Transesterification

  摘要：

  已发现硅氯化物是一种高效的催化剂，适用于羧酸（脂肪族、芳香族和共轭）与醇（伯醇、仲醇和叔醇）的酯化反应，同时也适用于酯类的转酯化反应（通过醇解和酸解两种途径）。

  DOI：

  10.1055/s-2003-42406

文献信息

• Enantioselective Kinetic Resolution/Desymmetrization of <i>Para</i> ‐Quinols: A Case Study in Boronic‐Acid‐Directed Phosphoric Acid Catalysis
  作者：Banruo Huang、Ying He、Mark D. Levin、Jaime A. S. Coelho、Robert G. Bergman、F. Dean Toste

  DOI：10.1002/adsc.201900816

  日期：2020.1.23

  A chiral phosphoric acid‐catalyzed kinetic resolution and desymmetrization of para‐quinols operating via oxa‐Michael addition was developed and subsequently subjected to mechanistic study. Good to excellent s‐factors/enantioselectivities were obtained over a broad range of substrates. Kinetic studies were performed, and DFT studies favor a hydrogen bonding activation mode. The mechanistic studies provide

  开发了一种通过手性磷酸催化的对羟基苯醌的动力学拆分和不对称化反应，并通过机理研究。在广泛的底物上均获得了良好至优异的S因子/对映选择性。进行了动力学研究，DFT研究倾向于氢键活化模式。机理研究为以前报道的涉及手性磷酸酯催化剂与硼酸结合的手性阴离子相转移反应提供了见识。
• A Highly Convenient, Efficient, and Selective Process for Preparation of Esters and Amides from Carboxylic Acids Using Fe³⁺-K-10 Montmorillonite Clay¹
  作者：K. V. N. S. Srinivas、Biswanath Das

  DOI：10.1021/jo0204202

  日期：2003.2.1

  presence of Fe(3+)-K-10 montmorillonite clay as a catalyst, aliphatic carboxylic acids selectively produced the corresponding esters in the presence of aromatic carboxylic acids by treatment with alcohols. Both the aliphatic and aromatic carboxylic acids formed the amides by reacting with the aliphatic amines, but only the aliphatic carboxylic acids yielded the anilides by treatment with aromatic amines

  在Fe（3 +）-K-10蒙脱土作为催化剂的存在下，脂肪族羧酸在芳香族羧酸存在下通过用醇处理选择性地产生相应的酯。脂族和芳族羧酸均通过与脂族胺反应而形成酰胺，但是仅脂族羧酸通过用芳族胺处理而产生了苯甲酸酯。该催化剂是可回收和可循环的。
• Transesterification of Methyl Arylacetates with Lithium Alkoxides
  作者：Baburao M. Bhawal、Subhash P. Khanapure、Edward R. Biehl

  DOI：10.1055/s-1991-26391

  日期：——

  A series of methyl arylacetates were transesterified in excellent yields using lithium alkoxides derived from primary, secondary, and tertiary aliphatic alcohols, benzyl alcohols, and allyl alcohol.

  一系列甲基芳酸酯通过使用源自初级、次级和三级脂肪醇、苄醇和烯丙醇的锂烷氧化物进行了良好的转酯化反应，产率极高。
• Resist material and process for forming pattern using the same
  申请人：WAKO PURE CHEMICAL INDUSTRIES LTD

  公开号：EP0476865A1

  公开（公告）日：1992-03-25

  A resist material of chemical amplified type comprising (a) a polymer such as a polymer of 1-methylcycloalkyl 4-ethenylphenoxyacetate and 4-hydroxystyrene, etc., (b) a photo-sensitive compound capable of generating an acid when exposed to light, and (c) a solvent for dissolving both the components (a) and (b) is excellent in heat resistance and adhesiveness to substrates, capable of maintaining stable pattern dimension from exposure to light to heat treatment, and capable of forming patterns using deep ultraviolet light, KrF excimer laser light, etc.

  一种化学放大型抗蚀剂材料，包括（a）聚合物，如 1-甲基环烷基 4-乙烯基苯氧乙酸酯和 4-羟基苯乙烯等的聚合物、(c) 用于溶解(a)和(b)两种成分的溶剂。这种抗蚀剂具有优异的耐热性和与基材的粘合性，从受光到热处理都能保持稳定的图案尺寸，并能使用深紫外线、KrF 准分子激光等形成图案。
• Ester derivatives of 2,6-bis(1-pyrrolidinylmethyl)-4-benzamidophenol as short-acting antiarrhythmic agents. 1
  作者：David M. Stout、Lawrence A. Black、Cynthia Barcelon-Yang、W. L. Matier、Barry S. Brown、Check Y. Quon、Herman F. Stampfli

  DOI：10.1021/jm00128a037

  日期：1989.8

  In an effort to find a replacement for the iv antiarrhythmic drug lidocaine having reduced systemic and central nervous system effects, activity against supraventricular as well as ventricular arrhythmias, and a biological half-life of less than 15 min, derivatives of the orally active class Ic clinical agent 2,6-bis(1-pyrrolidinylmethyl)-4-benzamidophenol, 1 (ACC-9358), were synthesized and tested. Compounds with ester groups attached to the phenyl ring were either weakly active or toxic. Replacement of the formanilide function with alkyl esters afforded compounds with antiarrhythmic activity in the range of 1. When the ester carboxyl was separated from the bis(aminomethyl)phenol by methylene units, very short half-lives were observed in human blood. In general, these compounds also had low lipophilic character.