5-(4-N-甲氧基苯基-N-甲基氨基)-2-呋喃甲醛 | 1017832-01-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5-(4-N-甲氧基苯基-N-甲基氨基)-2-呋喃甲醛
• 英文名称: 5-(4-N-methoxyphenyl-N-methylamino)-2-furancarboxaldehyde
• 英文别名: N-methyl-N-(4-methoxyphenyl)-5-amino-2-furaldehyde；5-(4-methoxy-N-methylanilino)furan-2-carbaldehyde
• CAS: 1017832-01-7
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: TWJQLFHQXDULLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4-N-甲氧基苯基-N-甲基氨基)-2-呋喃甲醛 、 甲基溴化镁 以 四氢呋喃 为溶剂， 生成 1-(5-(N-4-methoxyphenyl-N-methylamino)fur-2-yl)ethanol
  参考文献：
  名称：

  First Entry to [4+2] Cycloadditions Involving 5-Amino-2-furanmethanols

  摘要：

  The preparation of new 5-amino-2-furanmethanols bearing various amino and primary or secondary alcohol groups is described. The structures of 5-amino-2-furanmethanols as dienes are consistent with (1)H NMR data and cyloadditions of them allows the selective synthesis of tetrasubstituted aminobenzylic alcohols, amino phenols or lactones through Diels-Alder reactions.

  DOI：

  10.3987/com-08-11556
• 作为产物：
  描述：

  5-溴-2-呋喃甲醛 、 N-甲基-P-氨基苯甲醚 在 三乙胺 作用下， 以 水 为溶剂， 反应 10.0h， 以48%的产率得到5-(4-N-甲氧基苯基-N-甲基氨基)-2-呋喃甲醛
  参考文献：
  名称：

  From Furans to Anilines:  Toward One-Pot Two-Step Amination/Diels−Alder Sequences

  摘要：

  Selective metal-free amination and Diels-Alder reactions are described in the furan series, leading to polysubstituted anilines or to stable oxabicyclic adducts in high yield. Interestingly, anilines are conveniently prepared through a novel one-pot, two-step amination/Diels-Alder procedure from commercially available 5-bromo-2-furaldehyde.

  DOI：

  10.1021/jo7024916

文献信息

• Concise Synthesis of Tricyclic Isoindolinones via One-Pot Cascade Multicomponent Sequences
  作者：Raouf Medimagh、Sylvain Marque、Damien Prim、Jérôme Marrot、Saber Chatti

  DOI：10.1021/ol9003965

  日期：2009.4.16

  A series of enantiopure tricyclic isoindolinones has been successfully synthesized through a one-pot selective cascade process from furan derivatives. The synthesis is straightforward and gave good overall yields taking into account the concomitant formation of five C-C, C-O, and C-N bonds. The strategy was extended to the preparation of a thiazolidine analogue.