4-benzyl-4-methylmorpholinium (R)-(-)-mandelate | 1346236-56-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 4-benzyl-4-methylmorpholinium (R)-(-)-mandelate
• CAS: 1346236-56-3
• 化学式: C₈H₇O₃*C₁₂H₁₈NO
• 分子量: 343.423
• InChiKey: ZAUFZELBKRYSPD-HMZWWLAASA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  69.59
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  D-扁桃酸 、 N-benzyl-N-methylmorpholinium chloride 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-benzyl-4-methylmorpholinium (R)-(-)-mandelate
  参考文献：
  名称：

  Effect of chiral ionic liquids on palladium-catalyzed Heck arylation of 2,3-dihydrofuran

  摘要：

  It is demonstrated that a relatively small amount of IL (IL = ionic liquid) can dramatically affect conversion in the Heck arylation of 2,3-dihydrofuran with iodobenzene, catalyzed by Pd(OAc)(2) in DMF as a solvent. In all reactions, 2-phenyl-2,3-dihydrofuran (3) was obtained as the main product, and conversion increased even up to 10 times when pyridinium salts with 1-butyl-4-methylpyridinium cation were applied. In a 1:1 mixture of DMF and H2O as solvent, the addition of ILs led to a remarkable deactivation of the catalyst, and this effect was most visible in the presence of imidazolium salts containing a 1-buty1-3-methylimidazolium cation. The influence of the anionic part of ILs on the reaction course was tested using a series of morpholinium salts and, depending on the anion, conversion varied from 0.4% to even 100%. When morpholinium salts with chiral anions were used, e.e. values of up to 10% were obtained, which is the highest value for the Heck reaction involving IL as a chirality source. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2011.09.038