3,5-bis(methoxy)-N,N-dimethylbenzylamine | 39727-93-0

• 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: 3,5-bis(methoxy)-N,N-dimethylbenzylamine
• 英文别名: 3,5-dimethoxy-N,N-dimethylbenzyl amine；N,N-dimethyl-3,5-dimethoxylbenzylamine；3,5-dimethoxy-N,N-dimethylbenzylamine；N,N-dimethyl-3,5-dimethoxybenzylamine；N,N-dimethyl-3,6-dimethoxybenzylamine；N,N-Dimethyl-3,5-dimethoxy-benzylamin；1-(3,5-dimethoxyphenyl)-N,N-dimethylmethanamine
• CAS: 39727-93-0
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: JWIIKHRIPYOTHD-UHFFFAOYSA-N

物化性质

• 沸点：
  122 °C(Press: 5 Torr)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-bis(methoxy)-N,N-dimethylbenzylamine 在 正丁基锂 、 氯甲酸乙酯 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 27.0h， 生成 3,5-dimethoxy-1,2-bis-(cyanomethyl)benzene
  参考文献：
  名称：

  Poulton, Gerald Arthur; Boulet, Camille Andre, Synthetic Communications, 1990, vol. 20, # 21, p. 3347 - 3353

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-dimethoxy-N,N-dimethylbenzamide 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以68%的产率得到3,5-bis(methoxy)-N,N-dimethylbenzylamine
  参考文献：
  名称：

  Mali, R.S.; Jagtap, P.G.; Tilve, S.G., Synthetic Communications, 1990, vol. 20, # 17, p. 2641 - 2652

  摘要：

  DOI：

文献信息

• Base-Mediated Borylsilylation/Silylation of Ammonium Salts with Silylborane
  作者：Wan-Ying Qi、Jing-Song Zhen、Xiao-hong Xu、Xian Du、Yi-hui Li、Han Yuan、Yun-Shi Guan、Xun Wei、Zi-Ying Wang、Guohai Liang、Yong Luo

  DOI：10.1021/acs.orglett.1c02066

  日期：2021.8.6

  This work describes a base-mediated borylsilylation of benzylic ammonium salts to synthesize geminal silylboronates bearing benzylic proton under mild reaction conditions. Deaminative silylation of aryl ammonium salts was also achieved in the presence of LiOtBu. This strategy which is featured with high efficiency, mild reaction conditions, and good functional group tolerance provides efficient routes

  这项工作描述了碱介导的苄基铵盐的硼基甲硅烷基化，以在温和的反应条件下合成带有苄基质子的孪晶甲硅烷基硼酸酯。在 LiO t Bu存在下也实现了芳基铵盐的脱氨基甲硅烷基化。该策略具有高效、反应条件温和、官能团耐受性好的特点，为胺类的后期官能化提供了有效途径。
• LiCl-Promoted Pd(ii)-catalyzed ortho carbonylation of N,N-dimethylbenzylamines
  作者：Hu Li、Gui-Xin Cai、Zhang-Jie Shi

  DOI：10.1039/c0dt00451k

  日期：——

  Palladium-catalyzed highly regioselective carbonylation of substituted N,N-dimethylbenzylamines with the assistance of LiCl was developed. The ortho-functionalized N,N-dimethylbenzylamine was further transformed into ortho-methyl benzoate under mild conditions. These two transformations could be combined into one pot to produce the desired product in moderate yield. Applications of this methodology

  钯N辅助的N，N-二甲基苄胺催化的高区域选择性羰基化反应;氯化锂发展了。在邻-功能N，N-二甲基苄胺 被进一步转化为 邻甲基苯甲酸在温和的条件下。可以将这两种转化合并到一个锅中，以中等产量生产所需的产品。还研究了该方法在合成水杨酸片段中的应用。
• Cyclometalated N,N-dimethylbenzylamine ruthenium(II) complexes [Ru(C6HR1R2R3-o-CH2NMe2)(bpy)(RCN)2]PF6 for bioapplications: synthesis, characterization, crystal structures, redox properties, and reactivity toward PQQ-dependent glucose dehydrogenase
  作者：Ronan Le Lagadec、Laura Rubio、Larissa Alexandrova、Rubén A. Toscano、Ekaterina V. Ivanova、Rolandas Meškys、Valdas Laurinavičius、Michel Pfeffer、Alexander D. Ryabov

  DOI：10.1016/j.jorganchem.2004.09.056

  日期：2004.12

  2)(RCN)]PF6 [R = Me (1) and R = CMe3 (2)] in good yields. Reactions of complexes 1 and 2 with 2,2′-bipyridine (bpy) in acetonitrile or pivalonitrile result in dissociation of η6-bound benzene and the formation of [Ru(C6HR1R2R3-o-CH2NMe2)(bpy)(RCN)2]PF6 [R = Me (3) and R = CMe3 (4)]. All new compounds have been fully characterized by mass spectrometry, 1H/13C NMR, and IR spectroscopy. An X-ray crystal

  报道了具有可控制的氧化还原电势的环取代的N，N-二甲基苄胺的环金属化衍生物作为生物电化学电子传递的有效介体。R 1 R 2 R 3 C 6 H 2 CH 2 NMe 2（R 1，R 2，R 3  = H，Me，t BuO，MeO，NMe 2，F，CF 3，CN，NO 2）的环化钌[（η 6 -C 6 H ^ 6）的RuCl（μ-Cl）的] 2在NaOH / KPF的存在6在乙腈或新戊得到环金属配合物[（η 6 -C 6 H ^ 6）的Ru（C 6 HR 1 - [R 2 - [R 3 - ö -CH 2 NME 2）（RCN）] PF 6 [ R ＝ Me（1）和R ＝ CMe 3（2）]具有良好的产率。配合物的反应1和2用2,2'-二吡啶（BPY）在乙腈或新戊结果在η的解离6结合的苯和的[Ru（C形成6 HR1 R 2 R 3 - o -CH 2 NMe 2）（bpy）（RCN）2 ] PF
• Palladium assisted organic reactions
  作者：Neal Barr、Stanley F. Dyke

  DOI：10.1016/0022-328x(83)89535-7

  日期：1983.2

  The preparation and 1H NMR spectra of some di-μ-chloro-bis(N,N-dialkylbenzylamine-2,C,N)dipalladium(II) complexes, and the corresponding monomeric triphenylphosphine derivatives are described. A reaction sequence is presented for the cyclopalladation reaction and some improved conditions for the preparation of these complexes are presented.

  描述了一些二微米氯双（N，N-二烷基苄胺-2，C，N）二钯（II）配合物的制备及1 H NMR光谱，以及相应的单体三苯基膦衍生物。给出了环钯反应的反应顺序，并给出了制备这些配合物的一些改进条件。
• Catalyst and process for preparing low-viscosity and color-reduced polyisocyanates containing isocyanurate groups
  申请人：DEGUSSA AG

  公开号：US20030187178A1

  公开（公告）日：2003-10-02

  A low-viscosity polyisocyanates and polyisocyanates of reduced color containing isocyanurate groups is prepared by a process comprising, partially trimerizing aliphatic and/or cycloaliphatic diisocyanates in the presence of 0.02 to 2% by weight, based on the weight of the diisocyanate starting material, of at least one trimerization catalyst of formula (I) 1 wherein and wherein substituents A, B, C, D, and E simultaneously or independently of one another are hydrogen, chloro, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxycarbonyl, hydroxyl, (R 5 ) 3 SiO—, (R 5 ) 2 N—, —COOH, (R 5 ) 2 N—CH 2 — or phenyl, it being 5 possible for any two adjacent radicals selected from the group A, B, C, D and E to form a conjoint 5- or 6-membered saturated or unsaturated ring which may also include nitrogen, sulfur or oxygen heteroatoms; F is hydrogen, methyl or fluoro; G is hydrogen, methyl or fluoro; R 2 and R 3 simultaneously or independently of one another are C 1 -C 18 -alkyl or R 1 ; R 4 is hydrogen, methyl, C 2 -C 18 -alkyl, C 3 -C 8 -cycloalkyl or C 2 -C 12 -alkoxy; R 5 is C 1 -C 18 -alkyl; Y − is R 6 COO − ; R 6 is hydrogen or a branched or unbranched aliphatic or araliphatic C 1 -C 12 -alkyl radical, and then removing excess diisocyanate from the reaction medium.

  通过部分三聚脂肪族和/或环脂肪族二异氰酸酯在至少一种式(I)的三聚催化剂的存在下进行部分三聚化反应，其中所述催化剂的重量为二异氰酸酯起始物的重量的0.02至2％。所述催化剂的式子如下：其中，取代基A、B、C、D和E可以同时或独立地是氢、氯、C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷氧羰基、羟基、(R5)3SiO-、(R5)2N-、-COOH、(R5)2N-CH2-或苯基，其中任意相邻的两个基团A、B、C、D和E中选择的基团可以形成共轭的5-或6-成员饱和或不饱和环，该环还可以包括氮、硫或氧杂原子；F为氢、甲基或氟；G为氢、甲基或氟；R2和R3可以同时或独立地是C1-C18烷基或R1；R4为氢、甲基、C2-C18烷基、C3-C8环烷基或C2-C12烷氧基；R5为C1-C18烷基；Y-为R6COO-；R6为氢或支链或非支链的脂肪族或芳基脂肪族C1-C12烷基基团，然后从反应介质中去除多余的二异氰酸酯，从而制备含有异氰酸酯基团的低粘度聚异氰酸酯和降低颜色的聚异氰酸酯。