4-(benzylamino)-3-(1,3-diphenylprop-2-ynyl)-2H-chromen-2-one | 1099654-23-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4-(benzylamino)-3-(1,3-diphenylprop-2-ynyl)-2H-chromen-2-one
• 英文别名: 4-(Benzylamino)-3-(1,3-diphenylprop-2-ynyl)chromen-2-one；4-(benzylamino)-3-(1,3-diphenylprop-2-ynyl)chromen-2-one
• CAS: 1099654-23-5
• 化学式: C₃₁H₂₃NO₂
• 分子量: 441.529
• InChiKey: DQXSGENEFSEGGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(1,3-diphenylprop-2-yn-1-yl)-4-hydroxy-2H-chromen-2-one 、 N-苯基双(三氟甲烷磺酰)亚胺 、 苄胺 在 三乙胺 、 吡啶 作用下， 以 二氯甲烷 、 1,4-二氧六环 为溶剂， 反应 5.5h， 以56%的产率得到4-(benzylamino)-3-(1,3-diphenylprop-2-ynyl)-2H-chromen-2-one
  参考文献：
  名称：

  Solid-supported acid-catalyzed C3-alkylation of 4-hydroxycoumarins with secondary benzyl alcohols: access to 3,4-disubstituted coumarins via Pd-coupling

  摘要：

  An efficient and operationally simple method for C3-alkylation of 4-hydroxycoumarins has been developed under acidic medium giving good yields of the products. In the present method, a reusable Amberlite (R) IR-120 (H(-) form) was used as an acid catalyst and secondary benzyl alcohols were used as alkylating agents. The obtained 3-alkylated-4-hydroxycoumarins offered an easy access for the synthesis of 3,4-dissubstituted coumarins by way of Pd-catalyzed coupling reactions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.017

文献信息

• Solid-supported acid-catalyzed C3-alkylation of 4-hydroxycoumarins with secondary benzyl alcohols: access to 3,4-disubstituted coumarins via Pd-coupling
  作者：Ch. Raji Reddy、B. Srikanth、N. Narsimha Rao、Dong-Soo Shin

  DOI：10.1016/j.tet.2008.10.017

  日期：2008.12

  An efficient and operationally simple method for C3-alkylation of 4-hydroxycoumarins has been developed under acidic medium giving good yields of the products. In the present method, a reusable Amberlite (R) IR-120 (H(-) form) was used as an acid catalyst and secondary benzyl alcohols were used as alkylating agents. The obtained 3-alkylated-4-hydroxycoumarins offered an easy access for the synthesis of 3,4-dissubstituted coumarins by way of Pd-catalyzed coupling reactions. (C) 2008 Elsevier Ltd. All rights reserved.