4-N,N-dimethylaminobenzyl methyl ether | 13541-33-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-N,N-dimethylaminobenzyl methyl ether
• 英文别名: 4-methoxymethyl-N,N-dimethyl-aniline；4-Methoxymethyl-N,N-dimethyl-anilin；4-(methoxymethyl)-N,N-dimethylaniline
• CAS: 13541-33-8
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: FMXZGJREFIOBLO-UHFFFAOYSA-N

物化性质

• 沸点：
  134-135 °C(Press: 17 Torr)
• 密度：
  0.991±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-N,N-dimethylaminobenzyl methyl ether 在 (2R,5R)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one trifluoromethanesulfonic acid salt 、 正辛醛 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以63%的产率得到对二甲氨基苯甲醛
  参考文献：
  名称：

  Catalytic stereoselective benzylic C–H functionalizations by oxidative C–H activation and organocatalysis

  摘要：

  提出了一种基于C–H活化的有机催化立体选择性α-烷基化反应，用于醛类化合物。

  DOI：

  10.1039/b910185c
• 作为产物：
  描述：

  4-氯甲基-N,N-二甲基苯胺 、 sodium methylate 生成 4-N,N-dimethylaminobenzyl methyl ether
  参考文献：
  名称：

  镁和格氏试剂对某些苄基醚的作用。第二部分 格利雅的作用试剂上ø - ，米- ，和p甲氧基-苯氧基和- methylanilines

  摘要：

  DOI：

  10.1039/jr9540004127

文献信息

• TBHP/KI-Promoted Annulation of Anilines, Ethers, and Elemental Sulfur: Access to 2-Aryl-, 2-Heteroaryl-, or 2-Alkyl-Substituted Benzothiazoles
  作者：Jie Zhang、Xin Zhao、Ping Liu、Peipei Sun

  DOI：10.1021/acs.joc.9b02145

  日期：2019.10.4

  TBHP/KI-promoted annulation of anilines with ethers and elemental sulfur has been developed through the selective C-O bond cleavage of ethers under transition-metal-free conditions. A wide range of 2-aryl-, 2-heteroaryl-, and 2-alkyl-substituted benzothiazoles were easily prepared with satisfactory yields and good functional group compatibility.

  通过在无过渡金属的条件下通过醚的选择性CO键裂解，已经开发了由TBHP / KI促进的苯胺与醚和元素硫的高效环合反应。容易制备各种2-芳基-，2-杂芳基-和2-烷基取代的苯并噻唑，并具有令人满意的产率和良好的官能团相容性。
• Reductive lithiation of arylalkyl methyl ethers
  作者：Ugo Azzena、Simonetta Carta、Giovanni Melloni、Alessandra Sechi

  DOI：10.1016/s0040-4020(97)10080-1

  日期：1997.11

  We have investigated the reductive cleavage of arylalkyl methyl ethers with an excess of lithium metal and a catalytic amount of naphthalene. The reaction proceeds regioselectively in the presence of various substituents on the aromatic ring, allowing access to a wide array of arylalkyl lithium derivatives, some of which are not easily accessible by conventional methods.

  我们已经研究了芳基烷基甲基醚与过量的锂金属和催化量的萘的还原裂解。该反应在芳族环上存在各种取代基的情况下区域选择性地进行，从而允许获得各种各样的芳基烷基锂衍生物，其中某些不易通过常规方法获得。
• An Efficient and Highly Selective Deprotecting Method for β-(Trimethylsilyl)ethoxymethyl Ethers
  作者：Ming-Yi Chen、Adam Shih-Yuan Lee

  DOI：10.1021/jo0107204

  日期：2002.2.1

  A series of beta-(trimethylsilyl)ethoxymethyl ethers were hydrolyzed to their corresponding alcohols in high yields by using a catalytic amount of CBr4 (15%) in MeOH under refluxing reaction conditions. The chemoselective deprotection between trialkylsilyl and beta-(trimethylsilyl)ethoxymethyl-protected alcohols can be achieved by using an alcohol with steric hindrance such as iPrOH. The selectivity also can be achieved in the CBr4/MeOH reaction mixture under ultrasonic reaction conditions.o
• TiCl4-activated selective nucleophilic substitutions of tert-butyl alcohol and benzyl alcohols with π-donating substituents
  作者：Chen-Yu Tsai、Robert Sung、Bo-Ren Zhuang、Kuangsen Sung

  DOI：10.1016/j.tet.2010.06.046

  日期：2010.8

  TiCl4-activated selective nucleophilic substitution reactions of tert-butyl alcohol and benzyl alcohols with pi-donating substituents in the presence of primary and secondary alcohols can be carried out with various oxygen, nitrogen and carbon nucleophiles in good yields. (C) 2010 Elsevier Ltd. All rights reserved.
• Boehme,H.; Hartke,K., Chemische Berichte, 1960, vol. 93, p. 1310 - 1318
  作者：Boehme,H.、Hartke,K.

  DOI：——

  日期：——