methyl-d₃ 4-bromobenzoate

• 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: methyl-d₃ 4-bromobenzoate
• 英文别名: Methyl-d3 bromophenyl-4-carboxylate；trideuteriomethyl 4-bromobenzoate
• 化学式: C₈H₇BrO₂
• 分子量: 218.023
• InChiKey: CZNGTXVOZOWWKM-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-溴苯基)-2-氧代乙酸甲酯 、 氘代甲醇 在 oxone 作用下， 反应 30.0h， 以92%的产率得到methyl-d₃ 4-bromobenzoate
  参考文献：
  名称：

  Efficient and practical approach to esters from acids/ 2-oxoacids/ 2-oxoaldehydes &/ 2-oxoesters

  摘要：

  An efficient, mild, cost effective and practical method is presented for generation of esters (RCO2R') from acids (RCO2H)/ 2-oxoacids (RCOCO2H)/ 2-oxoaldehydes (RCOCHO)/ 2-oxoesters (RCOCO2R '') and alcohols by using oxone as catalyst. In addition to deciphering the scope of our process, we propose a mechanism for esterification through a common intermediate IV. Reaction with 2-oxoacids and 2-oxoaldehydes proceed with initial CO-C cleavage followed by oxone mediated esterification with alcohols. In addition, reaction with 2-oxoesters proceeds through CO-CO bond cleavage and trans-esterification. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.10.067

文献信息

• Trideuteromethylation Enabled by a Sulfoxonium Metathesis Reaction
  作者：Zuyuan Shen、Shilei Zhang、Huihui Geng、Jiarui Wang、Xinyu Zhang、Anqi Zhou、Cheng Yao、Xiaobei Chen、Wei Wang

  DOI：10.1021/acs.orglett.8b03641

  日期：2019.1.18

  A conceptually novel sulfoxonium metathesis reaction between TMSOI and cost-effective DMSO-d6 is developed for the efficient generation of a new trideuteromethylation reagent TDMSOI. The new reagent TDMSOI is produced highly efficiently by simply heating a mixture of TMSOI and DMSO-d6 and directly used for subsequent trideuteromethylation in a “one-pot” operation. The preparative power of the new versatile

  TMSOI 和经济高效的 DMSO- d 6之间的概念上新颖的硫鎓复分解反应被开发出来，用于有效生成新型三氘代甲基化试剂 TDMSOI。新试剂TDMSOI只需加热TMSOI和DMSO- d 6的混合物即可高效生产，并直接用于后续的“一锅”操作中的三氘代甲基化。新的多功能试剂和“一锅”方案的制备能力通过其以高产率和有用的方式将-CD 3部分安装到广泛的功能中而得到证明，包括苯酚、苯硫酚、酸性胺和烯醇化亚甲基单元。氘化水平 (>87% D)。
• Efficient and practical approach to esters from acids/ 2-oxoacids/ 2-oxoaldehydes &/ 2-oxoesters
  作者：Anil K. Padala、Varma Saikam、Asif Ali、Qazi Naveed Ahmed

  DOI：10.1016/j.tet.2015.10.067

  日期：2015.12

  An efficient, mild, cost effective and practical method is presented for generation of esters (RCO2R') from acids (RCO2H)/ 2-oxoacids (RCOCO2H)/ 2-oxoaldehydes (RCOCHO)/ 2-oxoesters (RCOCO2R '') and alcohols by using oxone as catalyst. In addition to deciphering the scope of our process, we propose a mechanism for esterification through a common intermediate IV. Reaction with 2-oxoacids and 2-oxoaldehydes proceed with initial CO-C cleavage followed by oxone mediated esterification with alcohols. In addition, reaction with 2-oxoesters proceeds through CO-CO bond cleavage and trans-esterification. (C) 2015 Elsevier Ltd. All rights reserved.