ethyl 6-nitro-5-phenylhexanoate | 123464-35-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 6-nitro-5-phenylhexanoate
• CAS: 123464-35-7
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: VTUAXMNBJZMEAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-碘-丁酸乙酯 、 β-硝基苯乙烯 生成 ethyl 6-nitro-5-phenylhexanoate
  参考文献：
  名称：

  Preparation of polyfunctional nitro olefins and nitroalkanes using the copper-zinc reagents RCu(CN)ZnI

  摘要：

  The addition of the copper-zinc reagents RCu(CN)ZnX to a variety of nitro olefins produces polyfunctional nitroalkanes in high yields. The intermediate zinc or copper nitronates can be directly submitted to a Nef reaction (O3,-78-degrees-C) and converted to polyfunctional ketones in a one-pot procedure. The addition of RCu(CN)ZnX to nitro olefins bearing a leaving group (RSO2, RS) in the beta-position provides pure (E)-nitro olefins in excellent yields. The reaction has been applied for the stereoselective preparation of 1,3-nitrodienes and for a Diels-Alder reaction precursor.

  DOI：

  10.1021/jo00046a027

文献信息

• Nickel-Catalyzed Preparations of Functionalized Organozincs
  作者：Stephan Vettel、Andrea Vaupel、Paul Knochel

  DOI：10.1021/jo960808v

  日期：1996.1.1

  (X = Br, Cl) via a halogen-zinc exchange reaction. The treatment of terminal alkenes with diethylzinc (neat, 25-60 degrees C) in the presence of Ni(acac)(2) as a catalyst (1-5 mol %) and 1,5-cyclooctadiene (COD) affords the corresponding dialkylzincs via a hydrozincation reaction. Whereas the conversion for simple alkenes bearing a remote functionality reaches 40 to 63%, the hydrozincation of allylic

  在Ni（acac）（2）（5 mol％）存在下，伯烷基溴化物或氯化物与二乙基锌的反应通过卤素-锌交换反应提供了相应的烷基卤化锌（X = Br，Cl）。在Ni（acac）（2）作为催化剂（1-5 mol％）和1,5-环辛二烯（COD）的存在下用二乙基锌（纯净的25-60摄氏度）处理末端烯烃。得到相应的二烷基锌通过氢化锌反应。带有少量官能团的简单烯烃的转化率达到40％到63％，而烯丙基，均烯丙基醇和烯丙基胺的加氢锌反应非常有效（转化率为85-95％）。用CuCN.2LiCl进行金属转移后，所有获得的有机金属锌与各种亲电试剂（烯丙基卤，烯酮，酰氯，炔基卤，丙酸乙酯）反应。
• Preparation of alkylzinc bromides using a new Mn/Cu catalyzed bromine-zinc exchange reaction
  作者：Ingo Klement、Paul Knochel、Khi Chau、Gérard Cahiez

  DOI：10.1016/0040-4039(94)88017-4

  日期：1994.2

  The reaction of functionalized primary alkyl bromides with Et2Zn in DMPU in the presence of a catalytic mixed metal system constituted of MnBr2 (or FeCl3) and CuCl provides functionalyzed alkylzinc bromides (> 80 % yield). In the presence of PdCl2(dppf) or CuCN·2LiCl, these organozinc species reach with a range of electrophiles providing various polyfunctional molecules in good yields.

  在由MnBr 2（或FeCl 3）和CuCl组成的催化混合金属体系存在下，官能化的伯烷基溴化物与Et 2 Zn在DMPU中的反应提供了官能化的烷基锌溴化物（收率> 80％）。在PdCl 2（dppf）或CuCN·2LiCl的存在下，这些有机锌物质会与一系列亲电试剂接触，从而以良好的收率提供各种多官能分子。
• The addition of the highly functionalized zinc-copper reagents RCu(CN)ZnI to nitro olefins
  作者：Carole Retherford、Ming Chang P. Yeh、Ioana Schipor、Huai Gu Chen、Paul Knochel

  DOI：10.1021/jo00283a005

  日期：1989.10
• Preparation and reactions of zinc and copper organometallics bearing acidic hydrogens
  作者：H. Peter Knoess、Michael T. Furlong、Michael J. Rozema、Paul Knochel

  DOI：10.1021/jo00021a003

  日期：1991.10

  Organozinc and copper reagents bearing unprotected primary or secondary amines or amides or a terminal acetylenic proton were prepared and reacted with various electrophiles in good yields.
• RETHERFORD, CAROLE;YEH, MING CHANG P.;SCHIPOR, IOANA;CHEN, HUAI GU;KNOCHE+, J. ORG. CHEM., 54,(1989) N2, C. 5200-5202
  作者：RETHERFORD, CAROLE、YEH, MING CHANG P.、SCHIPOR, IOANA、CHEN, HUAI GU、KNOCHE+

  DOI：——

  日期：——