1-Octadecylpiperidin-4-one | 167279-58-5

• 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: 1-Octadecylpiperidin-4-one
• CAS: 167279-58-5
• 化学式: C₂₃H₄₅NO
• 分子量: 351.616
• InChiKey: RBFKRPBJQZUGFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Octadecylpiperidin-4-one 、 三氟甲烷磺酸甲酯 以 二氯甲烷 为溶剂， 反应 4.0h， 以68%的产率得到1-Methyl-1-octadecyl-4-oxopiperidinium trifluoromethanesulfonate
  参考文献：
  名称：

  Catalytic Epoxidation of Alkenes with Oxone

  摘要：

  A practical, general and efficient protocol for the catalytic epoxidation of alkenes has been developed. The in situ generation of reactive dioxiranes capable of epoxidizing a variety of alkenes under biphasic conditions has been accomplished using phase transfer catalysts bearing a carbonyl group. Optimal epoxidation conditions employ 10 mol % of 1-dodecyl-1-methyl-4-oxopiperidinium triflate (8d(+)OTf(-)) in a CH2Cl2/pH 7.5-8.0 biphase using potassium monoperoxosulfate (Oxone) as the oxidant. Optimization of the conditions identified (1) slow addition rate, (2) pH 7.5-8.0, (3) N-dodecyl chain, and (4) the triflate salt as key experimental and structural variables. A selection of nine olefins was successfully oxidized to the corresponding epoxides in 83-96% yield.

  DOI：

  10.1021/jo00110a049
• 作为产物：
  描述：

  Methyl 1-octadecyl-4-oxopiperidine-3-carboxylate 在 盐酸 作用下， 反应 15.0h， 以16%的产率得到1-Octadecylpiperidin-4-one
  参考文献：
  名称：

  Catalytic Epoxidation of Alkenes with Oxone

  摘要：

  A practical, general and efficient protocol for the catalytic epoxidation of alkenes has been developed. The in situ generation of reactive dioxiranes capable of epoxidizing a variety of alkenes under biphasic conditions has been accomplished using phase transfer catalysts bearing a carbonyl group. Optimal epoxidation conditions employ 10 mol % of 1-dodecyl-1-methyl-4-oxopiperidinium triflate (8d(+)OTf(-)) in a CH2Cl2/pH 7.5-8.0 biphase using potassium monoperoxosulfate (Oxone) as the oxidant. Optimization of the conditions identified (1) slow addition rate, (2) pH 7.5-8.0, (3) N-dodecyl chain, and (4) the triflate salt as key experimental and structural variables. A selection of nine olefins was successfully oxidized to the corresponding epoxides in 83-96% yield.

  DOI：

  10.1021/jo00110a049

文献信息

• US5755993A
  申请人：——

  公开号：US5755993A

  公开（公告）日：1998-05-26
• [EN] PEROXYGEN BLEACH COMPOSITION ACTIVATED BY PIPERIDONE DERIVATIVES<br/>[FR] COMPOSITIONS DE BLANCHIMENT AU PEROXYDE ACTIVE PAR DES DERIVES PIPERIDONE
  申请人：——

  公开号：WO1997024429A1

  公开（公告）日：1997-07-10

  [EN] Bleaching compositions comprising a bleaching compound and an N-acyl-3- or 4-piperidone each preferably present in a range of about 1 to about 75 % by weight. Additives, such as surfactants, anti-foaming agents, fabric softeners, stabilizers, inorganic builder salts, buffers, enzymes and the like may also be present. The compositions can be formulated as dry concentrated mixtures encapsulated or in loose powder form, aqueous solutions, aqueous solutions containing non-aqueous solvents and like forms. The compositions are effective as bleaching agents from below room temperature to higher temperatures, biodegradable and environmentally safe.
  [FR] La présente invention concerne des compositions de blanchiment à base d'un composé de blanchiment et d'un N-acyl-3 ou 4-pipéridone, présents l'un et l'autre à raison d'environ 1 % à environ 75 % de la masse. Ces compositions peuvent également comporter des additifs tels que, notamment, des agents tensio-actifs, des agents anti-mousse, des adoucissants textiles, des stabilisants, des adjuvants minéraux de détergence, des tampons, des enzymes. En outre, ces compositions peuvent être formulées notamment en mélanges concentrés secs encapsulés ou en poudre en vrac, en solutions aqueuses, en solutions aqueuses contenant des solvants non-aqueux. Efficaces comme agents de blanchiment à des températures comprises entre une température inférieure à la température ambiante et des températures bien plus élevées, ces compositions sont biodégradables et ne présentent aucun risque de nature écologique.
• Catalytic Epoxidation of Alkenes with Oxone
  作者：Scott E. Denmark、David C. Forbes、David S. Hays、Jeffrey S. DePue、Richard G. Wilde

  DOI：10.1021/jo00110a049

  日期：1995.3

  A practical, general and efficient protocol for the catalytic epoxidation of alkenes has been developed. The in situ generation of reactive dioxiranes capable of epoxidizing a variety of alkenes under biphasic conditions has been accomplished using phase transfer catalysts bearing a carbonyl group. Optimal epoxidation conditions employ 10 mol % of 1-dodecyl-1-methyl-4-oxopiperidinium triflate (8d(+)OTf(-)) in a CH2Cl2/pH 7.5-8.0 biphase using potassium monoperoxosulfate (Oxone) as the oxidant. Optimization of the conditions identified (1) slow addition rate, (2) pH 7.5-8.0, (3) N-dodecyl chain, and (4) the triflate salt as key experimental and structural variables. A selection of nine olefins was successfully oxidized to the corresponding epoxides in 83-96% yield.