4-tert-Butyl-2-piperidinomethyl-phenol | 14178-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-tert-Butyl-2-piperidinomethyl-phenol
• 英文别名: Phenol, 4-(1,1-dimethylethyl)-2-(1-piperidinylmethyl)-；4-tert-butyl-2-(piperidin-1-ylmethyl)phenol
• CAS: 14178-19-9
• 化学式: C₁₆H₂₅NO
• 分子量: 247.381
• InChiKey: IQQZIMMIMWQUJT-UHFFFAOYSA-N

物化性质

• 熔点：
  45-46 °C
• 沸点：
  162-164 °C(Press: 1 Torr)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  哌啶 、 二氯甲烷 、 4-叔丁基苯酚 50.0 ℃ 、800.01 MPa 条件下， 反应 96.0h， 以62%的产率得到4-tert-Butyl-2-piperidinomethyl-phenol
  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

• Eco-Friendly Synthesis of Novel Lariat Ethers via Mannich Reaction under Solventless Conditions
  作者：Hashem Sharghi、Reza Khalifeh

  DOI：10.3987/com-07-11044

  日期：——

  An expeditious solventless synthesis of novel lariat ethers using calcium oxide (CaO) via Mannich reaction are herein described. This methodology eliminates the use of excess of solvent during the course of reaction. The reaction time is brought down from hours to minutes (20-30 minutes) along with yield enhancement. The CaO powder can be reused up to three times after simple washing with acetone.