1-(3-氯苯基)戊-1-酮 | 42916-71-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3-氯苯基)戊-1-酮
• 英文名称: 1-(3-chlorophenyl)-1-pentanone
• 英文别名: 1-(3-chlorophenyl)pentan-1-one；1-(m-chlorophenyl)pentan-1-one；3'-chloropentanophenone；5-chlorovalerophenone；m-Chlor-valerophenon
• CAS: 42916-71-2
• 化学式: C₁₁H₁₃ClO
• 分子量: 196.677
• InChiKey: SRUBVCJGKTWMOH-UHFFFAOYSA-N

物化性质

• 沸点：
  286.1±23.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1-(3-氯苯基)戊-1-酮 在 sodium tetrahydroborate 、 溴 作用下， 以 乙醇 为溶剂， 生成 2-(Tert-butylamino)-1-(3-chlorophenyl)pentan-1-ol
  参考文献：
  名称：

  Synthesis and evaluation of the anticonvulsant activity of a series of 2-amino-1-phenyl-1-propanols derived from the metabolites of the antidepressant bupropion

  摘要：

  A series of 2-amino-1-phenyl-1-propanols that are structurally related to known metabolites of bupropion,1 (Wellbutrin(R)) were synthesized and evaluated as potential anticonvulsants. The (R*,R*)-2-tert-butylamino-1-(3-trifluoromethylphenyl) propanol 20 had an ED(50) of 16.5 +/- 2.8 mg/kg ip in mice in the maximal electroshock screen and was chosen for further evaluation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00577-x
• 作为产物：
  描述：

  3-氯苯甲酸 在 ammonium hydroxide 、 氯化亚砜 作用下， 以 乙醇 为溶剂， 生成 1-(3-氯苯基)戊-1-酮
  参考文献：
  名称：

  Synthesis and evaluation of the anticonvulsant activity of a series of 2-amino-1-phenyl-1-propanols derived from the metabolites of the antidepressant bupropion

  摘要：

  A series of 2-amino-1-phenyl-1-propanols that are structurally related to known metabolites of bupropion,1 (Wellbutrin(R)) were synthesized and evaluated as potential anticonvulsants. The (R*,R*)-2-tert-butylamino-1-(3-trifluoromethylphenyl) propanol 20 had an ED(50) of 16.5 +/- 2.8 mg/kg ip in mice in the maximal electroshock screen and was chosen for further evaluation. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00577-x

文献信息

• [EN] CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE<br/>[FR] INHIBITEURS DE LA CÉRAMIDE GALACTOSYLTRANSFÉRASE POUR LE TRAITEMENT DE MALADIES
  申请人：BIOMARIN PHARM INC

  公开号：WO2017214505A1

  公开（公告）日：2017-12-14

  Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.

  本文描述了化合物、制备这种化合物的方法、含有这种化合物的药物组合物和药物、以及使用这种化合物治疗或预防与酶神经鞘糖脂转移酶（CGT）相关的疾病或紊乱的方法，例如溶酶体贮积症。溶酶体贮积症的例子包括 Krabbe 病和白质变性白血病。
• Direct and Efficient One-Pot Preparation of Ketones from Aldehydes Using <i>N</i>-<i>tert</i>-Butylphenylsulfinimidoyl Chloride
  作者：James J. Crawford、Kenneth W. Henderson、William J. Kerr

  DOI：10.1021/ol061903l

  日期：2006.10.1

  A general, one-pot process has been established to prepare ketones from aldehydes using N-tert-butylphenylsulfinimidoyl chloride. By employing the developed protocol, a range of unsymmetrical ketones has been prepared in good yields from aldehydes in one simple synthetic operation. [reaction: see text]

  已经建立了使用N-叔丁基苯基亚磺酰亚胺基酰氯从醛制备酮的通用的一锅法。通过采用已开发的方案，已通过一种简单的合成操作从醛类以高收率制备了一系列不对称酮。[反应：看文字]
• Suzuki–Miyaura Coupling of Simple Ketones via Activation of Unstrained Carbon–Carbon Bonds
  作者：Ying Xia、Jianchun Wang、Guangbin Dong

  DOI：10.1021/jacs.8b02462

  日期：2018.4.25

  Here, we describe that simple ketones can be efficiently employed as electrophiles in Suzuki-Miyaura coupling reactions via catalytic activation of unstrained C-C bonds. A range of common ketones, such as cyclopentanones, acetophenones, acetone and 1-indanones, could be directly coupled with various arylboronates in high site-selectivity, which offers a distinct entry to more functionalized aromatic

  在这里，我们描述了通过催化激活无张力的 CC 键，简单的酮可以在 Suzuki-Miyaura 偶联反应中有效地用作亲电子试剂。一系列常见的酮，如环戊酮、苯乙酮、丙酮和1-茚满酮，可以直接与各种芳基硼酸酯以高位点选择性偶联，这为获得更多功能化的芳香酮提供了独特的途径。初步机理研究表明酮 α-CC 键通过氧化加成断裂。
• A CONVENIENT METHOD FOR THE DIRECT PREPARATION OF KETONES FROM 2-(6-(2-METHOXYETHYL)PYRIDYL)CARBOXYLATES AND ALKYL IODIDES BY USE OF ZINC DUST AND A CATALYTIC AMOUNT OF NICKEL DICHLORIDE
  作者：Makoto Onaka、Yoshio Matsuoka、Teruaki Mukaiyama

  DOI：10.1246/cl.1981.531

  日期：1981.4.5

  Treatment of 2-(6-(2-methoxyethyl)pyridyl) carboxylates with alkyl iodides in the presence of zinc dust and a catalytic amount of NiCl2 in DMF at 50 °C affords unsymmetrical ketones in good yields by a one-pot procedure.

  在锌粉和催化量的 NiCl2 的 DMF 存在下，在 50 °C 下用烷基碘处理 2-（6-（2-甲氧基乙基）吡啶基）羧酸酯，通过一锅法以良好的收率提供不对称酮。
• Mild and direct conversion of esters to morpholine amides using diisobutyl(morpholino)aluminum: application to efficient one-pot synthesis of ketones and aldehydes from esters
  作者：Ah Ram Jeon、Min Eai Kim、Jae Kyo Park、Won Kyu Shin、Duk Keun An

  DOI：10.1016/j.tet.2014.03.045

  日期：2014.7

  Morpholine amide intermediates, which are easily prepared by aminolysis of various esters with diisobutyl(morpholino)aluminum, react with organolithium and reducing agents (DIBALH or LDBMA) without isolation of the aminolysis intermediates to give ketones in 83–95% yields and aldehydes quantitatively.

  吗啉酰胺中间体很容易通过各种酯与二异丁基（吗啉代）铝的氨解反应制得，它与有机锂和还原剂（DIBALH或LDBMA）反应，而无需分离氨解中间体，可以定量得到83-95％的酮和醛。