1-(phenylamino)decan-2-ol | 1206669-50-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(phenylamino)decan-2-ol
• CAS: 1206669-50-2
• 化学式: C₁₆H₂₇NO
• 分子量: 249.396
• InChiKey: FMRJFMMSGFCPKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  18.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  32.26
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,2-二甲基丁炔酯 、 苯胺 在 sulfated zirconia 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以96%的产率得到1-(phenylamino)decan-2-ol
  参考文献：
  名称：

  Solvent-free aminolysis of aliphatic and aryloxy epoxides with sulfated zirconia as solid acid catalyst

  摘要：

  Single-step and two-steps synthetic procedure for the synthesis of sulfated zirconia (SZ) was developed, which were calcined at 500, 600 and 700 degrees C and characterized by various physico-chemical methods such as PXRD, FTIR, surface area, microanalysis, NH3-TPD and DRIFT analysis. These SZ materials were then employed as solid acid catalysts for the aminolysis of different aliphatic/aromatic terminal, aryloxy and meso epoxides with aromatic and aliphatic amines under ambient conditions. Amongst the catalyst prepared, SZ-2-600 prepared in two-steps and 600 degrees C calcined was found to be the most efficient catalyst to give beta-amino alcohols in up to 98% yield and >99% regioselectivity. The SZ catalyst was successfully recycled and reused up to six catalytic runs with intact efficiency. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2014.08.024

文献信息

• N-Fluorobenzenaminium tetrafluoroborate generated in situ by aniline and Selectfluor as a reusable catalyst for the ring opening of epoxides with amines under microwave irradiation
  作者：ManMohan Singh Chauhan、Geeta Devi Yadav、Firasat Hussain、Surendra Singh

  DOI：10.1039/c4cy00609g

  日期：——

  The ring opening of epoxides with aromatic and aliphatic amines was carried out under solvent free conditions using N-fluorobenzenaminium tetrafluoroborate (2 mol%) generated in situ by the reaction of aniline and Selectfluor as a catalyst with microwave irradiation. Excellent yields of β-amino alcohols were obtained. The catalyst also results in the retention of the stereochemistry for the ring opening

  环氧化物与芳族和脂族胺的开环反应是在无溶剂条件下，使用苯胺和Selectfluor作为催化剂在微波辐射下原位生成的N-氟苯甲铵四氟硼酸酯（2摩尔％）进行的。获得了优异的β-氨基醇收率。该催化剂还导致保留对映纯环氧化物与胺的开环的立体化学。回收催化剂并将其重复使用多达4个循环，以使环己烯氧化物与苯胺开环。
• Hβ zeolite: An Efficient and Reusable Catalyst for Ring-Opening of Epoxides with Amines Under Microwave Irradiation
  作者：Rukhsana I. Kureshy、Santosh Agrawal、Manish Kumar、Noor-ul H. Khan、Sayed H. R. Abdi、Hari C. Bajaj

  DOI：10.1007/s10562-009-0237-z

  日期：2010.2

  A solvent-free protocol for the synthesis of beta-amino alcohols (Yield, up to 94%) is demonstrated by the ring-opening reactions of meso and terminal epoxides with aromatic amines using H beta zeolite as catalyst under microwave irradiation. The catalytic system is 80 times faster than the reaction conducted at RT with six times catalyst recyclability.