3-(Aminomethyl)-3,5,5-trimethylcyclohexanone | 6309-20-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Aminomethyl)-3,5,5-trimethylcyclohexanone
• 英文别名: 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-one
• CAS: 6309-20-2
• 化学式: C₁₀H₁₉NO
• 分子量: 169.267
• InChiKey: YNDAXWZSPDYMLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氨基甲基-3,5,5-三甲基环己烷-1-醇 在 三氟乙酸 、 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 生成 3-(Aminomethyl)-3,5,5-trimethylcyclohexanone
  参考文献：
  名称：

  Oxidation of Alcohols with o-Iodoxybenzoic Acid in DMSO: A New Insight into an Old Hypervalent Iodine Reagent

  摘要：

  The ultracentennial 10-I-4 iodinane oxide IBX (3; o-iodoxybenzoic acid; 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide) represents a new oxidizing-reagent that successfully joins to the large family of known oxidants. IBX, in contrast to other valuable oxidants, is inexpensive to prepare and easy to handle, can tolerate moisture and water, and generally gives very good yields. Furthermore, IBX is mild and chemoselective (primary alcohols are converted into aldehydes with no overoxidation to acids; 1,2-diols are converted to alpha-ketols or alpha-diketones without oxidative cleavage; amino alcohols are oxidized to amino carbonyls, without protection of the amino group; sensitive heterocycles are not affected; various other functional groups are compatible with IBX oxidation). IBX is versatile (it works in various solvents and it is highly sensitive to temperature variations), and its solutions in DMSO are stable enough to carry out the oxidation reaction easily.

  DOI：

  10.1021/jo00127a036

文献信息

• PROCESS FOR HYDROGENATING NITRILES
  申请人：Wigbers Christof Wilhelm

  公开号：US20120245390A1

  公开（公告）日：2012-09-27

  The present invention relates to a process for hydrogenating nitriles by means of hydrogen in the presence of a catalyst in a reactor, where the catalyst is arranged in a fixed bed, wherein the cross-sectional loading in the reactor is in the range from 5 kg/(m 2 s) to 50 kg/(m 2 s). The present invention further relates to a process for preparing downstream products of isophoronediamine (IPDA) or N,N-dimethylaminopropylamine (DMAPA) from amines prepared according to the invention.

  本发明涉及一种在反应器中通过氢气在催化剂存在下氢化腈的方法，其中催化剂设置在固定床中，反应器中的横截面负载范围为5 kg/(m2s)至50 kg/(m2s)。本发明还涉及一种从根据本发明制备的胺制备异丙二胺（IPDA）或N,N-二甲基氨基丙胺（DMAPA）下游产品的方法。
• PROCESS FOR PREPARING 3 AMINOMETHYL-3,5,5-TRIMETHYLCYCLOHEXYLAMINE
  申请人：Evonik Degussa GmbH

  公开号：US20170362163A1

  公开（公告）日：2017-12-21

  Process for preparing isophoronediamine, characterized in that A) isophoronenitrile is subjected directly in one stage to aminating hydrogenation to give isophoronediamine in the presence of ammonia, hydrogen, a hydrogenation catalyst and possibly further additions, and in the presence or absence of organic solvents; or B) isophoronenitrile is first converted fully or partly in at least two or more than two stages to isophoronenitrile imine, and this isophoronenitrile imine is subjected to aminating hydrogenation to give isophoronediamine as a pure substance or in a mixture with other components and/or isophoronenitrile, in the presence of at least ammonia, hydrogen and a catalyst.

  制备异佛尔二胺的过程，其特征在于：A）在氨、氢、加氢催化剂和可能的进一步添加物的存在下，在有机溶剂的存在或缺席下，将异佛尔腈直接一步进行氨化加氢反应，得到异佛尔二胺；或B）将异佛尔腈先完全或部分地转化为至少两个或两个以上的阶段的异佛尔腈亚胺，然后在至少氨、氢和催化剂的存在下，将异佛尔腈亚胺进行氨化加氢反应，得到纯异佛尔二胺或与其他成分和/或异佛尔腈混合的异佛尔二胺。
• US5371292A
  申请人：——

  公开号：US5371292A

  公开（公告）日：1994-12-06
• US6337300B1
  申请人：——

  公开号：US6337300B1

  公开（公告）日：2002-01-08
• Oxidation of Alcohols with o-Iodoxybenzoic Acid in DMSO: A New Insight into an Old Hypervalent Iodine Reagent
  作者：Marco Frigerio、Marco Santagostino、Simona Sputore、Giovanni Palmisano

  DOI：10.1021/jo00127a036

  日期：1995.11

  The ultracentennial 10-I-4 iodinane oxide IBX (3; o-iodoxybenzoic acid; 1-hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide) represents a new oxidizing-reagent that successfully joins to the large family of known oxidants. IBX, in contrast to other valuable oxidants, is inexpensive to prepare and easy to handle, can tolerate moisture and water, and generally gives very good yields. Furthermore, IBX is mild and chemoselective (primary alcohols are converted into aldehydes with no overoxidation to acids; 1,2-diols are converted to alpha-ketols or alpha-diketones without oxidative cleavage; amino alcohols are oxidized to amino carbonyls, without protection of the amino group; sensitive heterocycles are not affected; various other functional groups are compatible with IBX oxidation). IBX is versatile (it works in various solvents and it is highly sensitive to temperature variations), and its solutions in DMSO are stable enough to carry out the oxidation reaction easily.