2-(4-Benzyloxy-phenoxymethyl)-quinoline | 187879-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(4-Benzyloxy-phenoxymethyl)-quinoline
• 英文别名: 2-[(4-Phenylmethoxyphenoxy)methyl]quinoline
• CAS: 187879-18-1
• 化学式: C₂₃H₁₉NO₂
• 分子量: 341.409
• InChiKey: KYOHMAIDEUAEGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-Benzyloxy-phenoxymethyl)-quinoline 在 氢气 作用下， 生成 2-甲基喹啉 、 对苯二酚 、 甲苯
  参考文献：
  名称：

  Approaches to p-hydroxyphenoxymethylquinolines which avoid intermediate chloromethylquinolines for the synthesis of the LTD4 antagonist, RG 12525

  摘要：

  As part of an effort to develop an industrial synthesis of the LTD(4) antagonist RG 12525 (1), several approaches to the intermediate (2-quinolinylmethoxy)phenol 3 were investigated that avoided the generation of the lachrymatory sensitizer alpha-chloro-2-methylquinoline 2. Utilization of a cyclic sulfate in place of alpha,alpha'-dichloro-o-xylene 4 showed promise as a selective dialkylating agent in the conversion of 3 to RG 12525 (1). (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(96)02361-1
• 作为产物：
  描述：

  2-[4-(benzyloxy)phenoxy]acetaldehyde diethyl acetal 在 盐酸 、 碳酸氢钠 、 三苯基膦 、 palladium dichloride 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 19.0h， 生成 2-(4-Benzyloxy-phenoxymethyl)-quinoline
  参考文献：
  名称：

  Approaches to p-hydroxyphenoxymethylquinolines which avoid intermediate chloromethylquinolines for the synthesis of the LTD4 antagonist, RG 12525

  摘要：

  As part of an effort to develop an industrial synthesis of the LTD(4) antagonist RG 12525 (1), several approaches to the intermediate (2-quinolinylmethoxy)phenol 3 were investigated that avoided the generation of the lachrymatory sensitizer alpha-chloro-2-methylquinoline 2. Utilization of a cyclic sulfate in place of alpha,alpha'-dichloro-o-xylene 4 showed promise as a selective dialkylating agent in the conversion of 3 to RG 12525 (1). (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(96)02361-1