2,6-Bis-(morpholinomethyl)-4-methoxyphenol | 21594-93-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-Bis-(morpholinomethyl)-4-methoxyphenol
• 英文别名: 4-methoxy-2,6-bis-morpholin-4-ylmethyl-phenol；Phenol, 4-methoxy-2,6-bis[(4-morpholinyl)methyl]-；4-methoxy-2,6-bis(morpholin-4-ylmethyl)phenol
• CAS: 21594-93-4
• 化学式: C₁₇H₂₆N₂O₄
• 分子量: 322.404
• InChiKey: QWOAOUQNZMJVND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  吗啉 、 二氯甲烷 、 4-甲氧基苯酚 50.0 ℃ 、800.01 MPa 条件下， 反应 96.0h， 以20%的产率得到4-methoxy-2-(N-morpholinyl)methylphenol
  参考文献：
  名称：

  Regioselective Mannich Reaction of Phenols under High Pressure Using Dichloromethane as C1 Unit

  摘要：

  Regioselectivity in Mannich reaction of 4-, 3-, and 2-substituted phenols with typical heterocyclic amines are investigated under reaction conditions developed by Lis. Phenol and 4-alkyl, and 4-chlorophenols in the title reaction predominantly gave the corresponding 2-(aminometllyl)phenols, while 4-methoxyphenol afforded, in addition to the mono(aminomethyl) phenols, a considerable amount of the bis adducts. Peculiarly enough, 3-methylphenol with amines afforded 3-methyl-4-(aminomethyl) phenols whereas 2-methylphenol produced 2-methyl-6-(aminomethyl)phenols.

  DOI：

  10.3987/com-08-s(n)111

文献信息

• Regioselective Mannich Reaction of Phenols under High Pressure Using Dichloromethane as C1 Unit
  作者：Kiyoshi Matsumoto、Kouta Joho、Seisuke Mimori、Hirokazu Iida、Hiroshi Hamana、Akikazu Kakehi

  DOI：10.3987/com-08-s(n)111

  日期：——

  Regioselectivity in Mannich reaction of 4-, 3-, and 2-substituted phenols with typical heterocyclic amines are investigated under reaction conditions developed by Lis. Phenol and 4-alkyl, and 4-chlorophenols in the title reaction predominantly gave the corresponding 2-(aminometllyl)phenols, while 4-methoxyphenol afforded, in addition to the mono(aminomethyl) phenols, a considerable amount of the bis adducts. Peculiarly enough, 3-methylphenol with amines afforded 3-methyl-4-(aminomethyl) phenols whereas 2-methylphenol produced 2-methyl-6-(aminomethyl)phenols.