2-(morpholin-4-yl-phenyl-methyl)-acrylic acid methyl ester | 53059-48-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(morpholin-4-yl-phenyl-methyl)-acrylic acid methyl ester
• CAS: 53059-48-6
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: PCCHJAFFIXMZKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(morpholin-4-yl-phenyl-methyl)-acrylic acid methyl ester 、 三甲基氰硅烷 在 tris(2,2'-bipyridyl)ruthenium dichloride 、 氧气 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以80%的产率得到
  参考文献：
  名称：

  Visible-light-induced cyanation of aza-Baylis–Hillman adducts: a Michael type addition

  摘要：

  Visible-light-induced aerobic oxidative cyanation of aza-Baylis-Hillman (aza-BH) adducts providing valuable allylic cyanides in good to excellent yields has been developed. The protocol involves in situ formation of 4 pi conjugated iminium ion intermediates, which undergo cyanation at the gamma-position to afford Michael type adducts. This is the first example of visible-light-induced catalytic functionalization of aza-BH adducts using air (O-2) as an economical and ecosustainable oxidant and TMSCN as a convenient and readily available cyanide source. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.121
• 作为产物：
  描述：

  吗啉 、 methyl 2-(bromomethyl)-3-phenylacrylate 以 正戊烷 为溶剂， 生成 2-(morpholin-4-yl-phenyl-methyl)-acrylic acid methyl ester 、 2-morpholin-4-ylmethyl-3-phenyl-acrylic acid methyl ester
  参考文献：
  名称：

  Mobile keto allyl systems. XVII. Reaction of amines with .beta.-carbomethoxy allyl bromides

  摘要：

  DOI：

  10.1021/jo00940a013

文献信息

• Synthesis of β-Amino Esters by Regioselective Amination of Allyl Bromides with Aryl and Alkyl Amines
  作者：Chun-Cheng Lin、Adam Shih-Yuan Lee、Hung-Yang Chen、Laxmikant N. Patkar、Shau-Hua Ueng

  DOI：10.1055/s-2005-871934

  日期：——

  One of the two possible regioisomers can be exclusively formed by combining a suitable solvent and a specific amount of triethylamine as a base during the amination of allyl bromide 5. The SN2′ product 7 was produced using dichloromethane as a solvent and triethylamine (7 equiv) as base; SN2 product 6 was predominantly generated in hexane with 0.5 equivalents of triethylamine. Furthermore, a new reaction condition for the efficient cyclization of 7 to yield α-methylene β-lactam 8 using Sn[N(TMS)2]2 as a ­reagent, is disclosed.

  在烯丙基溴 5 的胺化过程中，通过将合适的溶剂和特定量的三乙胺作为碱混合，可以专门形成两种可能的区域异构体之一。使用二氯甲烷作为溶剂和三乙胺（7 当量）生产 SN2' 产物 7。作为基础； SN2产物6主要在己烷和0.5当量三乙胺中产生。此外，还公开了使用 Sn[N(TMS)2]2 作为试剂，有效环化 7 生成 α-亚甲基 β-内酰胺 8 的新反应条件。