1-(1,1-Dichloroethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline | 1171056-36-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 1-(1,1-Dichloroethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline
• 英文别名: 1-(1,1-dichloroethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline
• CAS: 1171056-36-2
• 化学式: C₁₃H₁₅Cl₂NO₂
• 分子量: 288.174
• InChiKey: BSVWUSBYSZABNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1,1-Dichloroethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以88%的产率得到6,7-dimethoxy-1-vinylisoquinoline
  参考文献：
  名称：

  1,4-Dehydrochlorination of 1-(1-haloalkyl)-3,4-dihydroisoquinolines as a convenient route to functionalized isoquinolines

  摘要：

  1-Chloroalkyl-, 1-(2,2-dichloroalkyl)-, and 1-(trichloromethyl)-3,4-dihydroisoquinolines are synthesized by chlorination of 1-alkyl-3,4-dihydroisoquinolines with N-chlorosuccinimide. These novel chlorinated 3,4-dihydroisoquinolines are suitable precursors for functionalized isoquinolines by aromatization involving sequential 1,4-dehydrochlorination, tautomerization, and nucleophilic substitution. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.211
• 作为产物：
  描述：

  1-ethyl-6,7-dimethoxy-3,4-dihydroisoquinoline 在 N-氯代丁二酰亚胺 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 以85%的产率得到1-(1,1-Dichloroethyl)-6,7-dimethoxy-3,4-dihydroisoquinoline
  参考文献：
  名称：

  1,4-Dehydrochlorination of 1-(1-haloalkyl)-3,4-dihydroisoquinolines as a convenient route to functionalized isoquinolines

  摘要：

  1-Chloroalkyl-, 1-(2,2-dichloroalkyl)-, and 1-(trichloromethyl)-3,4-dihydroisoquinolines are synthesized by chlorination of 1-alkyl-3,4-dihydroisoquinolines with N-chlorosuccinimide. These novel chlorinated 3,4-dihydroisoquinolines are suitable precursors for functionalized isoquinolines by aromatization involving sequential 1,4-dehydrochlorination, tautomerization, and nucleophilic substitution. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.211

文献信息

• 1,4-Dehydrochlorination of 1-(1-haloalkyl)-3,4-dihydroisoquinolines as a convenient route to functionalized isoquinolines
  作者：Jan Jacobs、Tuyen Nguyen Van、Christian V. Stevens、Peter Markusse、Paul De Cooman、Leendert Maat、Norbert De Kimpe

  DOI：10.1016/j.tetlet.2009.03.211

  日期：2009.7

  1-Chloroalkyl-, 1-(2,2-dichloroalkyl)-, and 1-(trichloromethyl)-3,4-dihydroisoquinolines are synthesized by chlorination of 1-alkyl-3,4-dihydroisoquinolines with N-chlorosuccinimide. These novel chlorinated 3,4-dihydroisoquinolines are suitable precursors for functionalized isoquinolines by aromatization involving sequential 1,4-dehydrochlorination, tautomerization, and nucleophilic substitution. (C) 2009 Elsevier Ltd. All rights reserved.