3-(bromomethyl)-1-p-tolyl-3,4-dihydroisoquinoline | 1265903-29-4

• 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: 3-(bromomethyl)-1-p-tolyl-3,4-dihydroisoquinoline
• 英文别名: 3-(Bromomethyl)-1-(4-methylphenyl)-3,4-dihydroisoquinoline；3-(bromomethyl)-1-(4-methylphenyl)-3,4-dihydroisoquinoline
• CAS: 1265903-29-4
• 化学式: C₁₇H₁₆BrN
• 分子量: 314.225
• InChiKey: ORBHVGRJHLGBMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-烯丙基苯甲腈 在 碘苯二乙酸 、 methoxymagnesium bromide 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 3-(bromomethyl)-1-p-tolyl-3,4-dihydroisoquinoline
  参考文献：
  名称：

  PhI(OAc)2-mediated iminobromination for synthesis of bromomethyl cyclic imines starting from alkenyl carbonitriles and Grignard reagents

  摘要：

  PhI(OAc)(2)-mediated iminobromination was developed starting from alkenyl carbonitriles and Grignard reagents. The present transformation is carried out by a sequence of nucleophilic addition of Grignard reagents to alkenyl carbonitriles to form N-H imines and their iminohalogenation by subsequent treatment with PhI(OAc)(2). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.060

文献信息

• PhI(OAc)2-mediated iminobromination for synthesis of bromomethyl cyclic imines starting from alkenyl carbonitriles and Grignard reagents
  作者：Stephen Sanjaya、Shunsuke Chiba

  DOI：10.1016/j.tet.2010.11.060

  日期：2011.1

  PhI(OAc)(2)-mediated iminobromination was developed starting from alkenyl carbonitriles and Grignard reagents. The present transformation is carried out by a sequence of nucleophilic addition of Grignard reagents to alkenyl carbonitriles to form N-H imines and their iminohalogenation by subsequent treatment with PhI(OAc)(2). (C) 2010 Elsevier Ltd. All rights reserved.