N-(2-methoxy-5-methylbenzyl)-N-methylacetamide | 75288-09-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(2-methoxy-5-methylbenzyl)-N-methylacetamide
• 英文别名: N-[(2-methoxy-5-methylphenyl)methyl]-N-methylacetamide
• CAS: 75288-09-4
• 化学式: C₁₂H₁₇NO₂
• mdl: MFCD20126231
• 分子量: 207.272
• InChiKey: XZFLSUXDPRAMGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲苯甲醚 、 N,N-二甲基乙酰胺 在 Fe₃O⁽⁶⁺⁾*3C₈H₄O₄^(2-) 、 二叔丁基过氧化物 作用下， 以 二苯醚 为溶剂， 反应 1.08h， 以68%的产率得到N-(2-methoxy-5-methylbenzyl)-N-methylacetamide
  参考文献：
  名称：

  使用 Fe3O(BDC)3 作为多相催化剂通过氧化 CH 官能化直接 CC 偶联吲哚与烷基酰胺

  摘要：

  摘要 制备了金属-有机骨架Fe 3 O(BDC) 3 ，并使用可回收的多相催化剂通过氧化CH官能化将吲哚与烷基酰胺直接CC偶联。与其他 MOF 和其他均相铁催化剂相比，该催化剂对直接 CC 偶联转化的催化效率更高。吲哚与烷基酰胺的偶联只能在固体骨架催化剂存在下继续形成吲哚衍生物，如果有的话，提供浸出的活性铁物质是微不足道的。Fe-MOF催化剂可以多次重复用于通过直接CC偶联合成吲哚衍生物，而不会显着降低催化活性。据我们所知，

  DOI：

  10.1016/j.molcata.2016.07.042

文献信息

• Iron-Catalyzed Oxidative Coupling of Alkylamides with Arenes through Oxidation of Alkylamides Followed by Friedel−Crafts Alkylation
  作者：Eiji Shirakawa、Nanase Uchiyama、Tamio Hayashi

  DOI：10.1021/jo102217m

  日期：2011.1.7

  FeCL(3) in combination with t-BuOOt-Bu as an oxidant was found to be an efficient catalyst for oxidation of alkylamides to alpha-(tert-butoxy)alkylamides. FeCl(2) and CuCl showed, respectively, almost the same and slightly lower activities compared with FeCl(3) in the tert-butoxylation of N-phenylpyrrolidone (1a), whereas no tert-butoxylated product was obtained by use of Fe(OTf)(3), RuCl(3), or Zr(OTf)(4). FeCl(3) was found to be effective also as a catalyst for the Friedel-Crafts alkylation with thus obtained alpha-(tert-butoxy)alkylamides. The Friedel-Crafts alkylation proceeded smoothly also in the presence of a catalytic amount of Fe(OTf)(3), RuCl(3), or Zr(OTf)(4). In contrast, FeCl(2) and CuCl, which showed certain activity toward the tert-butoxylation, failed to promote the Friedel Crafts alkylation. Among the transition metal complexes thus far examined, only FeCl(3) showed high catalytic activities for both the oxidation and the Friedel-Crafts alkylation. The bifunctionality of FeCl(3) was utilized for the oxidative coupling of alkylamides with arenes through a tandem reaction consisting of oxidation of alkylamides to alpha-(tert-butoxy)alkylamides and the following Friedel-Crafts alkylation. The FeCl(3)-catalyzed oxidative coupling is applicable to a wide variety of alkylamides and arenes, though a combination of FeCl(3) with Fe(OTf)(3) was found to be effective for the reaction of arenes with low nucleophilicity. A Fe(II)-Fe(III) catalytic cycle is concerned with the tert-butoxylation, whereas a Fe(III) complex as a Lewis acid catalyzes the Friedel-Crafts alkylation.
• Ikeda, Kiyoshi; Morimoto, Toshiaki; Sekiya, Minoru, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 4, p. 1178 - 1182
  作者：Ikeda, Kiyoshi、Morimoto, Toshiaki、Sekiya, Minoru

  DOI：——

  日期：——
• Direct C C coupling of indoles with alkylamides via oxidative C H functionalization using Fe3O(BDC)3 as a productive heterogeneous catalyst
  作者：Son H. Doan、Khoa D. Nguyen、Phuc T. Huynh、Tung T. Nguyen、Nam T.S. Phan

  DOI：10.1016/j.molcata.2016.07.042

  日期：2016.11

  used a recyclable heterogeneous catalyst for the direct C C coupling of indoles with alkylamides via oxidative C H functionalization. The catalyst expressed higher catalytic efficiency for the direct C C coupling transformation than that of other MOFs and that of other homogeneous iron catalysts. The coupling of indoles with alkylamides could only continued to form indole derivatives in the presence of

  摘要 制备了金属-有机骨架Fe 3 O(BDC) 3 ，并使用可回收的多相催化剂通过氧化CH官能化将吲哚与烷基酰胺直接CC偶联。与其他 MOF 和其他均相铁催化剂相比，该催化剂对直接 CC 偶联转化的催化效率更高。吲哚与烷基酰胺的偶联只能在固体骨架催化剂存在下继续形成吲哚衍生物，如果有的话，提供浸出的活性铁物质是微不足道的。Fe-MOF催化剂可以多次重复用于通过直接CC偶联合成吲哚衍生物，而不会显着降低催化活性。据我们所知，