2-dimethylaminoethyl naphthalene-1-acetate | 10593-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-dimethylaminoethyl naphthalene-1-acetate
• 英文别名: (α-Naphthyl)-essigsaeure-(2-dimethylamino-ethylester)；1-Naphthalene acetic acid, dimethylaminoethyl ester；2-(dimethylamino)ethyl 2-naphthalen-1-ylacetate
• CAS: 10593-16-5
• 化学式: C₁₆H₁₉NO₂
• 分子量: 257.332
• InChiKey: WEJFOBVKLKEJQR-UHFFFAOYSA-N

物化性质

• 沸点：
  388.4±17.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-dimethylaminoethyl naphthalene-1-acetate 、 碘甲烷 以 乙酸乙酯 为溶剂， 反应 1.5h， 生成 naphthalene-1-acetylcholine
  参考文献：
  名称：

  A versatile and efficient methodology for the preparation of choline ester auxin conjugates

  摘要：

  A two-step synthetic strategy affords indole-3-acetylcholine (IAC) from indole-3-acetic acid (IAA) via the intermediacy of 2-dimethylaminoethyl indole-3-acetate. Thus, treatment of indole-3-acetate with 1-dimethylamino-2 chloroethane, followed by methylation with methyl iodide, yields 55-70% recrystallized IAC from IAA. Using the same methodology, six analogues of IAC have been prepared in overall yields ranging from 40 to 60%.

  DOI：

  10.1016/0031-9422(95)00460-o
• 作为产物：
  描述：

  1-萘乙酸 、 2-氯-N,N-二甲基乙胺 在 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 生成 2-dimethylaminoethyl naphthalene-1-acetate
  参考文献：
  名称：

  A versatile and efficient methodology for the preparation of choline ester auxin conjugates

  摘要：

  A two-step synthetic strategy affords indole-3-acetylcholine (IAC) from indole-3-acetic acid (IAA) via the intermediacy of 2-dimethylaminoethyl indole-3-acetate. Thus, treatment of indole-3-acetate with 1-dimethylamino-2 chloroethane, followed by methylation with methyl iodide, yields 55-70% recrystallized IAC from IAA. Using the same methodology, six analogues of IAC have been prepared in overall yields ranging from 40 to 60%.

  DOI：

  10.1016/0031-9422(95)00460-o

文献信息

• Thuillier,G.; Rumpf,P., Bulletin de la Societe Chimique de France, 1960, p. 1786 - 1794
  作者：Thuillier,G.、Rumpf,P.

  DOI：——

  日期：——
• A versatile and efficient methodology for the preparation of choline ester auxin conjugates
  作者：Balázs A. Bozsó、Richard A. Fluck、Rachel A. Jameton、Phyllis A. Leber、Jeffrey G. Varnes

  DOI：10.1016/0031-9422(95)00460-o

  日期：1995.11

  A two-step synthetic strategy affords indole-3-acetylcholine (IAC) from indole-3-acetic acid (IAA) via the intermediacy of 2-dimethylaminoethyl indole-3-acetate. Thus, treatment of indole-3-acetate with 1-dimethylamino-2 chloroethane, followed by methylation with methyl iodide, yields 55-70% recrystallized IAC from IAA. Using the same methodology, six analogues of IAC have been prepared in overall yields ranging from 40 to 60%.