3-苯基丙基碳酸乙酯 | 6324-79-4

• 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: 3-苯基丙基碳酸乙酯
• 英文名称: ethyl (3-phenylpropyl) carbonate
• 英文别名: ethyl 3-phenylpropyl carbonate；carbonic acid ethyl ester-(3-phenyl-propyl ester)；Kohlensaeure-aethylester-(3-phenyl-propylester)
• CAS: 6324-79-4
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: SLAKQTCFPPHFEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-苯基丙基碳酸乙酯 在 tetrabutoxytitanium 作用下， 生成 bis(3-phenylpropyl) carbonate
  参考文献：
  名称：

  Disproportionation of Unsymmetrical Carbonates

  摘要：

  DOI：

  10.1021/jo01083a020
• 作为产物：
  描述：

  苯丙醛 、 碳酸二乙酯 在 sodium tetrahydroborate 作用下， 反应 6.0h， 以72%的产率得到3-苯基丙基碳酸乙酯
  参考文献：
  名称：

  在碳酸二烷基酯溶剂中使用硼氢化钠进行一锅羰基还原和碳酸盐形成

  摘要：

  通过在碳酸二甲酯或二乙基溶剂中用NaBH4处理，从酮和醛中一步制备混合碳酸盐。这是对羰基还原为醇和随后通过用氯甲酸烷基酯处理的随后碳酸盐形成的传统两步序列的有效且方便的替代方法。从49-92％的收率提供了25个实例，突出了该反应的多功能性。

  DOI：

  10.1016/j.tetlet.2019.151203

文献信息

• Highly Selective Primary Alkoxycarboxylation and Esterification of Unprotected Pyranose Derivatives Mediated by Scandium(III) Triflate Catalysis
  作者：Michael S. McClure、Malcolm B. Berry、Darren Caine、Claire Crawford、Brian C. Crump、Bobby N. Glover、Sandeep B. Kedia、Alan Millar、Mark B. Mitchell、Christopher J. Nichols、Daniel E. Patterson、Jeremiah Powers

  DOI：10.1002/ejoc.201200261

  日期：2012.7

  A highly selective method for the alkoxycarboxylation and acylation of primary alcohols of pyranose derivatives is described. The reaction is high yielding and proceeds under mild conditions with 0.15–1 mol-% Sc(OTf)3 used in combination with anhydrides or pyrocarbonates at 40–50 °C. Selectivities observed for alkoxycarboxylation of unprotected pyranose derivatives are > 95 %, and this constitutes

  描述了一种用于吡喃糖衍生物的伯醇的烷氧基羧化和酰化的高选择性方法。该反应产率高，在温和条件下进行，0.15-1 mol-% Sc(OTf)3 与酸酐或焦碳酸盐结合使用，温度为 40-50 °C。观察到的未保护吡喃糖衍生物的烷氧基羧化选择性 > 95%，这构成了优于现有方法的显着优势。还讨论了机械影响，包括空间需求和金属-杂原子配位的作用。
• Electrogenerated Base-Promoted Synthesis of Organic Carbonates from Alcohols and Carbon Dioxide
  作者：Maria Antonietta Casadei、Stefania Cesa、Leucio Rossi

  DOI：10.1002/1099-0690(200007)2000:13<2445::aid-ejoc2445>3.0.co;2-2

  日期：2000.7

  Electrogenerated bases promote the reaction between primary alcohols and carbon dioxide to give organic carbonates in excellent yields. Secondary alcohols are converted in moderate yields, whereas tertiary alcohols and phenols are unreactive. 1,2-Diols give a mixture of both cyclic and linear di- and monocarbonates. These latter are intermediates in the reaction pathway leading to the cyclic derivatives

  电生成碱促进伯醇和二氧化碳之间的反应，以优异的产率得到有机碳酸酯。仲醇以中等产率转化，而叔醇和酚类不反应。1,2-二醇产生环状和线性二碳酸酯和单碳酸酯的混合物。后者是产生环状衍生物的反应途径中的中间体。
• Electrochemical activation of carbon dioxide: Synthesis of organic carbonates
  作者：M.Antonietta Casadei、Achille Inesi、Leucio Rossi

  DOI：10.1016/s0040-4039(97)00664-3

  日期：1997.5

  Electrochemically activated CO2 reacts, under mild conditions, with primary and secondary alcohols bearing a leaving group at the alpha-position affording the corresponding cyclic carbonates in high yields; unsubstituted alcohols are converted, after addition of EtI, into the corresponding unsymmetrical ethyl carbonates in moderate to good yields. Tertiary alcohols and phenols are stable to the reagent. (C) 1997 Published by Elsevier Science Ltd.
• A Safe and Mild Synthesis of Organic Carbonates from Alkyl Halides and Tetrabutylammonium Alkyl Carbonates
  作者：Mirella Verdecchia、Marta Feroci、Laura Palombi、Leucio Rossi

  DOI：10.1021/jo0259461

  日期：2002.11.1

  A safe and mild procedure for the synthesis of mixed organic carbonates is described. Reaction of commercially available tetrabutylammonium methoxide and ethoxide with carbon dioxide yields the corresponding methyl and ethyl tetrabutylammonium carbonates (TBAMC and TBAEC). The reactions of these new compounds with several different alkyl halides give methyl and ethyl carbonates in high yields. The use of classic toxic and harmful chemicals such as phosgene and carbon monoxide is avoided.
• METHOD FOR PRODUCING ISOCYANATE
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP2980066B1

  公开（公告）日：2021-04-21