2-苯基环己烷甲醛 | 63476-56-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-苯基环己烷甲醛
• 英文名称: 2-phenyl-cyclohexyl acetate
• 英文别名: (2-phenylcyclohexyl) acetate
• CAS: 63476-56-2
• 化学式: C₁₄H₁₈O₂
• 分子量: 218.296
• InChiKey: OCJKSUSNMXDOGL-UHFFFAOYSA-N

物化性质

• 沸点：
  307.8±31.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-苯基环己烷甲醛 在 三氯化铝 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-[4-(2-hydroxycyclohexyl)phenyl]acetate
  参考文献：
  名称：

  Maillard; Langlois; Delaunay, European Journal of Medicinal Chemistry, 1977, vol. 12, # 2, p. 161 - 171

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯基环己醇 、 乙酸酐 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以99%的产率得到2-苯基环己烷甲醛
  参考文献：
  名称：

  路易斯酸催化的酰化反应：范围和局限性

  摘要：

  研究了多种路易斯酸对醇，硫醇和糖的酰化作用，发现Cu-和Sn（OTf）2在温和条件下催化反应非常有效。在这两种催化剂中，Cu（OTf）2是优选的，因为其成本较低并且酰化产物的产率相对较高。在几种溶剂中研究了该反应，但是优选CH 2 Cl 2。还观察到，本方法适用于叔醇的酰化。糖也被酰化，在端基异构中心没有任何差向异构。在此进一步表明，该方法还适用于伯醇或仲醇相对于叔醇的选择性酰化。

  DOI：

  10.1016/s0040-4020(01)01229-7

文献信息

• [EN] NOVEL BENZIMIDAZOLE HEXAHYDROFURO[3,2-B]FURAN DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE BENZIMIDAZOLE HEXAHYDROFURO[3,2-B] FURANE
  申请人：MERCK SHARP & DOHME

  公开号：WO2014031468A1

  公开（公告）日：2014-02-27

  The novel benzimidazole hexahydrofuro[3,2-B]furan derivatives of the present invention are activators of AMP-protein kinase and may be useful in the treatment, prevention and suppression of diseases mediated by the AMPK-activated protein kinase. The compounds of the present invention may be useful in the treatment of Type 2 diabetes, hyperglycemia, metabolic syndrome, obesity, hypercholesterolemia, and hypertension.

  本发明的新型苯并咪唑六氢呋喃[3,2-B]呋喃衍生物是AMP-蛋白激酶的激活剂，可用于治疗、预防和抑制由AMPK激活的蛋白激酶介导的疾病。本发明的化合物可用于治疗2型糖尿病、高血糖、代谢综合征、肥胖症、高胆固醇血症和高血压。
• Borylation of Stable C(sp3)–O Bonds of Alkyl Esters over Supported Au Catalysts
  作者：Masafumi Doi、Hiroki Miura、Tetsuya Shishido

  DOI：10.1021/acs.orglett.4c00225

  日期：2024.4.19

  that supported gold catalysts efficiently promote the borylation of stable C(sp3)–O bonds of alkyl esters. The use of a disilane as an electron source and gold nanoparticles as a single-electron transfer catalyst is the key to generating alkyl radicals via the homolysis of stable C(sp3)–O bonds, thereby enabling cross-coupling between bis(pinacolato)diboron and linear and cyclic alkyl esters to afford

  我们在此报道，负载型金催化剂有效促进烷基酯的稳定C(sp 3 )–O键的硼基化。使用乙硅烷作为电子源和金纳米粒子作为单电子转移催化剂是通过稳定的C(sp 3 )–O键均裂产生烷基自由基的关键，从而实现双(频那醇)之间的交叉偶联二硼以及直链和环状烷基酯可提供多种烷基硼酸酯。
• Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes
  作者：Andrew J. Perkowski、David A. Nicewicz

  DOI：10.1021/ja4057294

  日期：2013.7.17

  A direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes is reported. The catalyst system is comprised of the Fukuzumi acridinium photo-oxidant (1) and a substoichiometric quantity of a hydrogen-atom donor. Oxidizable olefins, such as styrenes, trisubstituted aliphatic alkenes, and enamides, can be employed along with a variety of carboxylic acids to afford the anti-Markovnikov addition adducts exclusively. A deuterium-labeling experiment lends insight to the potential mechanism.
• Diastereoselective and enantioselective alkaline-hydrolysis of 2-aryl-1-cyclohexyl acetate: a CAL-B catalyzed deacylation/acylation tandem process
  作者：Fatma Zahra Belkacemi、Mounia Merabet-Khelassi、Louisa Aribi-Zouioueche、Olivier Riant

  DOI：10.1016/j.tetasy.2017.09.010

  日期：2017.11

  Candida antarctica lipase proved to be a particularly efficient lipase for the resolution of racemic 2-aryl-cyclohexyl acetate in hydrolysis reaction with Na2CO3 in an organic medium. The (1R,2S)-trans-2-arylcy-clohexanols 2a-2d were obtained with high ee values (up to >99%) and the selectivity reached E > 200. The influence of the enol ester and the solvent on (+/-)-trans-2-arylcyclohexanol in the CAL-B catalyzed acylation was also studied and compared with the deacylation. The CAL-B exhibits a better affinity for the alkaline hydrolysis reaction compared with acylation with the enol esters in the same organic solvents. The best conditions were applied to resolve a stereoisomeric mixture cis/trans-2-phenyl-1-cyclohexanol and its corresponding acetate by acylation and deacylation. The obtained results show a highly enantio- and diastereoselectivity of the CAL-B during the acylation and the deacylation in favor of the trans-(R)-enantiomer product. The resolution of a mixture of cis/trans-2-arylcyclohexanols was an easy, convenient approach to provide only one stereoisomer of a mixture of four with high enantiomeric excess. (C) 2017 Elsevier Ltd. All rights reserved.
• LAUMEN, KURT;BREITGOFF, DETLEF;SEEMAYER, ROBERT;SCHNEIDER, MANFRED P., J. CHEM. SOC. CHEM. COMMUN.,(1989) N, C. 148-150
  作者：LAUMEN, KURT、BREITGOFF, DETLEF、SEEMAYER, ROBERT、SCHNEIDER, MANFRED P.

  DOI：——

  日期：——

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