(E)-4-(benzotriazol-1-yl)-4-ethoxy-2-methyl-1-phenyldodec-1-en-5-yn-3-one | 190512-55-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-4-(benzotriazol-1-yl)-4-ethoxy-2-methyl-1-phenyldodec-1-en-5-yn-3-one
• CAS: 190512-55-1
• 化学式: C₂₇H₃₁N₃O₂
• 分子量: 429.562
• InChiKey: PVWGRSFYEHOWTB-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4-(benzotriazol-1-yl)-4-ethoxy-2-methyl-1-phenyldodec-1-en-5-yn-3-one 在 硫酸 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以83%的产率得到(E)-2-methyl-1-phenyldodec-1-en-5-yne-3,4-dione
  参考文献：
  名称：

  Novel and Facile Syntheses of Alkenyl, Alkynyl, and Aryl 1,2-Diketones

  摘要：

  Novel and facile routes to alkenyl, alkynyl, and aryl 1,2-diketones utilize treatment of benzotriazole derivatives 1, 7a,b, and 15a-d with butyllithium and subsequent reaction with esters or acid chlorides to yield the substituted intermediates 2a-d, 8a,b, and 16a-g. Reactions of the deprotonated 1 and 7 with alpha,beta-unsaturated aldehydes followed by oxidation also produces similar intermediates 5 and 11a,b. Subsequent hydrolyses of the intermediates of type 2, 5, 8, 11, and 16 afford diverse 1,2-diketones in good yields.

  DOI：

  10.1021/jo970092j
• 作为产物：
  描述：

  1-(1-Ethoxynon-2-ynyl)benzotriazole 在 吡啶 、 chromium(VI) oxide 、 正丁基锂 作用下， 反应 50.07h， 生成 (E)-4-(benzotriazol-1-yl)-4-ethoxy-2-methyl-1-phenyldodec-1-en-5-yn-3-one
  参考文献：
  名称：

  Novel and Facile Syntheses of Alkenyl, Alkynyl, and Aryl 1,2-Diketones

  摘要：

  Novel and facile routes to alkenyl, alkynyl, and aryl 1,2-diketones utilize treatment of benzotriazole derivatives 1, 7a,b, and 15a-d with butyllithium and subsequent reaction with esters or acid chlorides to yield the substituted intermediates 2a-d, 8a,b, and 16a-g. Reactions of the deprotonated 1 and 7 with alpha,beta-unsaturated aldehydes followed by oxidation also produces similar intermediates 5 and 11a,b. Subsequent hydrolyses of the intermediates of type 2, 5, 8, 11, and 16 afford diverse 1,2-diketones in good yields.

  DOI：

  10.1021/jo970092j

文献信息

• Novel and Facile Syntheses of Alkenyl, Alkynyl, and Aryl 1,2-Diketones
  作者：Alan R. Katritzky、Zuoquan Wang、Hengyuan Lang、Daming Feng

  DOI：10.1021/jo970092j

  日期：1997.6.13

  Novel and facile routes to alkenyl, alkynyl, and aryl 1,2-diketones utilize treatment of benzotriazole derivatives 1, 7a,b, and 15a-d with butyllithium and subsequent reaction with esters or acid chlorides to yield the substituted intermediates 2a-d, 8a,b, and 16a-g. Reactions of the deprotonated 1 and 7 with alpha,beta-unsaturated aldehydes followed by oxidation also produces similar intermediates 5 and 11a,b. Subsequent hydrolyses of the intermediates of type 2, 5, 8, 11, and 16 afford diverse 1,2-diketones in good yields.