2,6-二丙基-1,5-萘二醇二乙酸酯 | 137517-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2,6-二丙基-1,5-萘二醇二乙酸酯
• 英文名称: 2,6-Dipropyl-1,5-naphthalenediol diacetate
• 英文别名: 2,6-dipropylnaphthalene-1,5-diyl diacetate；(5-acetyloxy-2,6-dipropylnaphthalen-1-yl) acetate
• CAS: 137517-27-2
• 化学式: C₂₀H₂₄O₄
• 分子量: 328.408
• InChiKey: NEAAYXYOJMYNGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,6-二丙基-1,5-萘二醇二乙酸酯 在 甲醇 、 甲烷磺酸 、 potassium carbonate 、 乙酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4,9-Dimethyl-2,7-dipropyl-1,6-dioxapyrene
  参考文献：
  名称：

  Synthesis and properties of substituted 1,6-dioxapyrene donors

  摘要：

  The synthesis of substituted 1,6-dioxapyrenes, 2b-g, from 2,6-dipropyl-1,5-naphthalenediol (7a) or 2,6-dimethyl-1,5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1,5-naphthalenediol followed by base-promoted hydrogenolysis. The 1,6-dioxapyrenes can be oxidized to stable cation radicals at +0.2-0.35 V vs SCE and to dications at +0.8-1.20 V. The preparation of some tetracyanoquinodimethane salts and binary cation radical salts of the 1,6-dioxapyrenes is reported.

  DOI：

  10.1021/jo00025a020
• 作为产物：
  描述：

  1,5-bis(allyloxy)naphthalene 在 palladium on activated charcoal 氢气 、 N,N-二乙基苯胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 2,6-二丙基-1,5-萘二醇二乙酸酯
  参考文献：
  名称：

  Synthesis and properties of substituted 1,6-dioxapyrene donors

  摘要：

  The synthesis of substituted 1,6-dioxapyrenes, 2b-g, from 2,6-dipropyl-1,5-naphthalenediol (7a) or 2,6-dimethyl-1,5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1,5-naphthalenediol followed by base-promoted hydrogenolysis. The 1,6-dioxapyrenes can be oxidized to stable cation radicals at +0.2-0.35 V vs SCE and to dications at +0.8-1.20 V. The preparation of some tetracyanoquinodimethane salts and binary cation radical salts of the 1,6-dioxapyrenes is reported.

  DOI：

  10.1021/jo00025a020

文献信息

• Inexpensive and rapid hydrogenation catalyst from CuSO4/CoCl2 — Chemoselective reduction of alkenes and alkynes in the presence of benzyl protecting groups
  作者：Mario Ficker、Søren W. Svenningsen、Thomas Larribeau、Jørn B. Christensen

  DOI：10.1016/j.tetlet.2018.02.026

  日期：2018.3

  The simple reduction of a number of alkenes and alkynes was performed with a typical reaction time of 20 min using a copper-cobalt catalytic system. The reduction did not cleave benzyl protecting groups which are usually vulnerable to catalytic hydrogenation reactions. The catalyst can be prepared in situ by reduction of the inexpensive precursor salts CuSO4 and CoCl2 with NaBH4. Sodium borohydride

  使用铜-钴催化系统，典型的反应时间为20分钟，可以简单地还原许多烯烃和炔烃。还原没有裂解通常易受催化氢化反应影响的苄基保护基。可以通过用NaBH 4还原廉价的前体盐CuSO 4和CoCl 2来原位制备催化剂。硼氢化钠还用作易于处理的氢源，用于催化还原。无需压力，加热或惰性气氛，并且使用萃取程序即可实现纯化/催化剂的去除，从而使该方法既简单又有效。