ethyl 3-(2-methoxy-3-methylphenyl)propionate | 74090-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 3-(2-methoxy-3-methylphenyl)propionate
• 英文别名: Ethyl 2-methoxy-3-methylbenzenepropanoate；ethyl 3-(2-methoxy-3-methylphenyl)propanoate
• CAS: 74090-50-9
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: XOYIIJGJJCRFIX-UHFFFAOYSA-N

物化性质

• 沸点：
  294.2±25.0 °C(Predicted)
• 密度：
  1.031±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-(2-methoxy-3-methylphenyl)propionate 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 、 sodium hydride 、 三氟乙酸酐 作用下， 以 甲醇 、 水 为溶剂， 反应 31.5h， 生成 2-(methylamino)-5-methoxy-6-methyltetralin
  参考文献：
  名称：

  Derivatives of 5-hydroxy-6-methyl-2-aminotetralin

  摘要：

  The title compounds were designed to provide semirigid congeners of m-tyramine in which the ring position ortho to the phenolic OH is blocked to metabolic hydroxylation. A sequence leading to a key synthetic intermediate, 5-methoxy-6-methyl-2-tetralone, has been developed. In animal test models for dopamine-like effects, the title compounds demonstrated qualitative and quantitative differences from the isomeric 5-methyl-6-hydroxy-2-aminotetralins and from 5,6-dihydroxy-2-aminotetralins. Two of the compounds were potent in a cat cardioaccelerator nerve assay, which involves dopamine receptors.

  DOI：

  10.1021/jm00181a010
• 作为产物：
  描述：

  methyl 2-methoxy-3-methylbenzoate 在 palladium on activated charcoal 哌啶 、 吡啶 、 potassium hypochlorite 、 硫酸 、 氢气 、 苄基三丁基氯化铵 、 红铝 作用下， 以 乙醇 、 乙酸乙酯 、 苯 为溶剂， 85.0~115.0 ℃ 、379.21 kPa 条件下， 反应 43.4h， 生成 ethyl 3-(2-methoxy-3-methylphenyl)propionate
  参考文献：
  名称：

  Derivatives of 5-hydroxy-6-methyl-2-aminotetralin

  摘要：

  The title compounds were designed to provide semirigid congeners of m-tyramine in which the ring position ortho to the phenolic OH is blocked to metabolic hydroxylation. A sequence leading to a key synthetic intermediate, 5-methoxy-6-methyl-2-tetralone, has been developed. In animal test models for dopamine-like effects, the title compounds demonstrated qualitative and quantitative differences from the isomeric 5-methyl-6-hydroxy-2-aminotetralins and from 5,6-dihydroxy-2-aminotetralins. Two of the compounds were potent in a cat cardioaccelerator nerve assay, which involves dopamine receptors.

  DOI：

  10.1021/jm00181a010

文献信息

• Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite
  作者：Atsushi Kaga、Hirohito Hayashi、Hiroyuki Hakamata、Miku Oi、Masanobu Uchiyama、Ryo Takita、Shunsuke Chiba

  DOI：10.1002/anie.201705916

  日期：2017.9.18

  Come full circle: A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

  围成一圈：在碘化锂（LiI）存在下，使用氢化钠（NaH）建立了甲氧基芳烃的亲核胺化方法。该方法提供了一条有效的途径来制得二环氮杂环。机理研究表明，该反应通过异常的协同的亲核芳族取代进行。
• Catalyst components for the polymerization of olefins
  申请人：Basell Poliolefine Italia S.r.l.

  公开号：EP2583985A1

  公开（公告）日：2013-04-24

  Catalyst component for the polymerization of olefins comprising Mg, Ti and an electron donor compound of the following formula (I) In which R to R4 groups, equal to or different from each other, are hydrogen, halogen or C1-C15 hydrocarbon groups, optionally containing an heteroatom selected from halogen, P, S, N and Si, which may be linked to form a saturated or unsaturated mono or polycycle and R5 groups, are selected from C1-C15 hydrocarbon groups optionally containing an heteroatom selected from halogen, P, S, N and Si.

  用于烯烃聚合的催化剂组分，由 Mg、Ti 和下式 (I) 的电子供体化合物组成 其中 R 至 R4 基团（彼此相等或不同）为氢、卤素或 C1-C15 烃基，可选择含有选自卤素、P、S、N 和 Si 的杂原子，它们可连接形成饱和或不饱和单环或多环及 R5 基团，可选择含有选自卤素、P、S、N 和 Si 的杂原子的 C1-C15 烃基。
• CATALYST COMPONENTS FOR THE POLYMERIZATION OF OLEFINS
  申请人：Basell Poliolefine Italia S.r.l.

  公开号：EP2768873A2

  公开（公告）日：2014-08-27
• US8921253B2
  申请人：——

  公开号：US8921253B2

  公开（公告）日：2014-12-30
• [EN] CATALYST COMPONENTS FOR THE POLYMERIZATION OF OLEFINS<br/>[FR] CONSTITUANTS DE CATALYSEUR POUR LA POLYMÉRISATION D'OLÉFINES
  申请人：BASELL POLIOLEFINE SRL

  公开号：WO2013057026A2

  公开（公告）日：2013-04-25

  Catalyst component for the polymerization of olefins comprising Mg, Ti and an electron donor compound of the following formula (I) In which R to R4 groups, equal to or different from each other, are hydrogen, halogen or C1-C15 hydrocarbon groups, optionally containing an heteroatom selected from halogen, P, S, N and Si, which may be linked to form a saturated or unsaturated mono or polycycle and R5 groups are selected from C1-C15 hydrocarbon groups optionally containing an heteroatom selected from halogen, P, S, N and Si.