2-[2-(2-甲氧基乙氧基)乙氧基]乙基甲基碳酸酯 | 160852-85-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 中文名称: 2-[2-(2-甲氧基乙氧基)乙氧基]乙基甲基碳酸酯
• 英文名称: 2-[2-(2-methoxyethoxy)ethoxy]ethyl methyl carbonate
• CAS: 160852-85-7
• 化学式: C₉H₁₈O₆
• 分子量: 222.238
• InChiKey: BWEMLOVZQQHEDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  92 °C(Press: 0.750 Torr)
• 密度：
  1.078±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2-(2-甲氧基乙氧基)乙氧基]乙基甲基碳酸酯 、 N-乙基间甲苯胺 在 碘化乙基三苯基瞵 作用下， 反应 0.25h， 以90%的产率得到N-ethyl-N,3-dimethylaniline
  参考文献：
  名称：

  Selective N,N-Dimethylation of Primary Aromatic Amines with Methyl Alkyl Carbonates in the Presence of Phosphonium Salts

  摘要：

  In the presence of onium salts, at 140-170 degrees C, methyl alkyl carbonates [1a-c, ROCO2Me, R) MeO(CH2) 2[O(CH2)(2)](n); n = 2-0, respectively] react with primary aromatic amines (XC6H4NH2, X = p-OMe, p-Me, H, p-Cl, p-CO2Me, o-Et, and 2,3-Me2C6H3NH2) to yield the corresponding N,N-dimethyl derivatives (ArNMe2) with high selectivity ( up to 96%) and good isolated yields (78-95%). Phosphonium salts ( e. g., Ph3PEtI and n-Bu4PBr) are particularly efficient catalysts. Overall, a solvent-free reaction is coupled with safe methylating agents (1a-c) made from nontoxic dimethyl carbonate.

  DOI：

  10.1021/jo060674d
• 作为产物：
  描述：

  三甘醇单甲醚 、 碳酸二甲酯 在 potassium carbonate 作用下， 以72%的产率得到2-[2-(2-甲氧基乙氧基)乙氧基]乙基甲基碳酸酯
  参考文献：
  名称：

  Selective N,N-Dimethylation of Primary Aromatic Amines with Methyl Alkyl Carbonates in the Presence of Phosphonium Salts

  摘要：

  In the presence of onium salts, at 140-170 degrees C, methyl alkyl carbonates [1a-c, ROCO2Me, R) MeO(CH2) 2[O(CH2)(2)](n); n = 2-0, respectively] react with primary aromatic amines (XC6H4NH2, X = p-OMe, p-Me, H, p-Cl, p-CO2Me, o-Et, and 2,3-Me2C6H3NH2) to yield the corresponding N,N-dimethyl derivatives (ArNMe2) with high selectivity ( up to 96%) and good isolated yields (78-95%). Phosphonium salts ( e. g., Ph3PEtI and n-Bu4PBr) are particularly efficient catalysts. Overall, a solvent-free reaction is coupled with safe methylating agents (1a-c) made from nontoxic dimethyl carbonate.

  DOI：

  10.1021/jo060674d

文献信息

• US8007938B2
  申请人：——

  公开号：US8007938B2

  公开（公告）日：2011-08-30
• Selective <i>N</i>,<i>N</i>-Dimethylation of Primary Aromatic Amines with Methyl Alkyl Carbonates in the Presence of Phosphonium Salts
  作者：Maurizio Selva、Alvise Perosa、Pietro Tundo、Davide Brunelli

  DOI：10.1021/jo060674d

  日期：2006.7.1

  In the presence of onium salts, at 140-170 degrees C, methyl alkyl carbonates [1a-c, ROCO2Me, R) MeO(CH2) 2[O(CH2)(2)](n); n = 2-0, respectively] react with primary aromatic amines (XC6H4NH2, X = p-OMe, p-Me, H, p-Cl, p-CO2Me, o-Et, and 2,3-Me2C6H3NH2) to yield the corresponding N,N-dimethyl derivatives (ArNMe2) with high selectivity ( up to 96%) and good isolated yields (78-95%). Phosphonium salts ( e. g., Ph3PEtI and n-Bu4PBr) are particularly efficient catalysts. Overall, a solvent-free reaction is coupled with safe methylating agents (1a-c) made from nontoxic dimethyl carbonate.