methyl (1-phenyl)ethyl carbonate | 1796-59-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (1-phenyl)ethyl carbonate
• 英文别名: methyl (1-phenylethyl) carbonate；methyl (1-phenylethyl)carbonate；Methyl-<1-phenyl-ethyl>-carbonat；(1-Phenyl-aethyl)-methylcarbonat；1-Phenyl-ethyl-methyl-carbonat；1-Phenylethyl-methylcarbonat；Methyl 1-phenylethyl Carbonate
• CAS: 1796-59-4
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: FRBNMXHBYQPGLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  二氧化碳 、 methyl (1-phenyl)ethyl carbonate 在 tetrabutylammonium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 生成 2-苯基丙酸
  参考文献：
  名称：

  碳酸苄酯的电化学羧化：有效合成芳酸的另一种方法

  摘要：

  通过在CH 3 CN中使用配备Pt板阴极和Mg棒阳极的单室电解池，成功地进行了碳酸苄基酯的电化学羧化反应，以作为合成苯乙酸的另一种方法，以高收率提供了相应的苯乙酸。

  DOI：

  10.1016/j.tet.2010.07.067
• 作为产物：
  描述：

  (1-溴乙基)苯 、 tetra-n-butylammonium methyl carbonate 以 乙腈 为溶剂， 反应 18.0h， 以88%的产率得到methyl (1-phenyl)ethyl carbonate
  参考文献：
  名称：

  A Safe and Mild Synthesis of Organic Carbonates from Alkyl Halides and Tetrabutylammonium Alkyl Carbonates

  摘要：

  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.

  DOI：

  10.1021/jo0259461

文献信息

• One-pot carbonyl reduction and carbonate formation using sodium borohydride in dialkyl carbonate solvents
  作者：Abdulakeem Osumah、Jakob Magolan、Kristopher V. Waynant

  DOI：10.1016/j.tetlet.2019.151203

  日期：2019.10

  Preparation of mixed carbonates proceeded in one step from ketones and aldehydes via treatment with NaBH4 in dimethyl or diethyl carbonate solvent at elevated temperatures. This is an efficient and convenient alternative to the traditional two-step sequence of carbonyl reduction to alcohol and subsequent carbonate formation by treatment with an alkyl chloroformate. 25 examples are presented from 49-92% yield

  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。
• An easy base-assisted synthesis of unsymmetrical carbonates from alcohols with dimethyl carbonate
  作者：Subodh Kumar、Suman L. Jain

  DOI：10.1007/s00706-013-1123-3

  日期：2014.5

  simple and convenient base-mediated synthesis of asymmetrical carbonates from alcohols with dimethyl carbonate is described. The reaction is remarkably influenced by the strength of the base employed and potassium t-butoxide was found to be best promoter for this reaction. Almost in all cases, the reaction is selective and afforded the corresponding unsymmetrical methyl carbonates in excellent yields

  摘要描述了一种简单且方便的碱介导的由醇与碳酸二甲酯合成不对称碳酸酯的方法。该反应受到所用碱的强度的显着影响，并且发现叔丁醇钾是该反应的最佳促进剂。几乎在所有情况下，反应都是选择性的，并以优异的收率（80-90％）提供了相应的不对称碳酸甲酯。 图形概要
• Copper-Catalyzed Highly Stereoselective Trifluoromethylation and Difluoroalkylation of Secondary Propargyl Sulfonates
  作者：Xing Gao、Yu-Lan Xiao、Xiaolong Wan、Xingang Zhang

  DOI：10.1002/anie.201711463

  日期：2018.3.12

  It is challenging to stereoselectively introduce a trifluoromethyl group (CF3) into organic molecules. To date, only limited strategies involving direct asymmetric trifluoromethylation have been reported. Herein, we describe a new strategy for direct asymmetric trifluoromethylation through the copper‐catalyzed stereospecific trifluoromethylation of optically active secondary propargyl sulfonates. The

  立体选择性地将三氟甲基（CF 3）引入有机分子是具有挑战性的。迄今为止，仅报道了涉及直接不对称三氟甲基化的有限策略。在这里，我们描述了一种通过铜催化的光学活性仲炔丙基磺酸盐的立体定向三氟甲基化来直接不对称三氟甲基化的新策略。该反应使得炔丙基三氟甲基化具有高区域选择性和立体选择性。该反应还可以扩展到立体有择的炔丙基二氟烷基化。所得对映异构体富集的氟代烷基化炔烃的转化产生多种手性氟代烷基化化合物，从而为合成氟化配合物提供了有用的方案。
• Non-symmetrical dialkyl carbonate synthesis promoted by 1-(3-trimethoxysilylpropyl)-3-methylimidazolium chloride
  作者：Subodh Kumar、Suman L. Jain

  DOI：10.1039/c3nj00640a

  日期：——

  An efficient synthesis of non-symmetrical dialkyl carbonates promoted by 1-(3-trimethoxysilylpropyl)-3-methylimidazolium chloride ionic liquid as a reaction medium is described. The ionic liquid can easily be recovered and reused several times without significant change in the activity and selectivity.

  介绍了以 1-(3-三甲氧基硅丙基)-3-甲基氯化咪唑离子液体为反应介质促进非对称二烷基碳酸酯的高效合成。该离子液体可轻松回收并多次重复使用，且活性和选择性不会发生显著变化。
• N-Substituted Carbamic Acid Ester Production Method, Isocyanate Production Method Using Such N-Substituted Carbamic Acid Ester, And Composition For Transfer And Storage Of N-Substituted Carbamic Acid Ester Comprising N-Substituted Carbamic Acid Ester and Aromatic Hydroxy Compound
  申请人：Shinohata Masaaki

  公开号：US20110133121A1

  公开（公告）日：2011-06-09

  The present invention is a method for producing an N-substituted carbamic acid ester derived from an organic amine from an organic amine, a carbonic acid derivative and a hydroxy composition containing one or more types of hydroxy compounds, wherein the organic amine, the carbonic acid derivative and the hydroxy composition are reacted using a urethane production reaction vessel provided with a condenser, a gas containing the hydroxy composition, the compound having the carbonyl group derived from the carbonic acid derivative, and an ammonia formed as a by-product in the reaction, is introduced into the condenser provided in the urethane production reaction vessel, and the hydroxy composition and the compound having the carbonyl group derived from the carbonic acid derivative are condensed, and wherein a stoichiometric ratio of a hydroxy compound contained in the condensed hydroxy composition to the condensed compound having the carbonyl group derived from the carbonic acid derivative is 1 or more, and a ratio of number of carbonyl groups (—C(═O)—) contained in the compound having the carbonyl group derived from the carbonic acid derivative and number of ammonia molecules contained in the ammonia recovered as a gas from the condenser is 1 or less.

  本发明涉及一种从有机胺、碳酸衍生物和含有一种或多种羟基化合物中制得的N-取代氨基甲酸酯的制备方法，其中使用一种含有冷凝器的脲类生产反应容器反应有机胺、碳酸衍生物和羟基化合物，将含有羟基化合物的气体、来自碳酸衍生物衍生的含有羰基基团的化合物、以及在反应中形成的氨气体引入到脲类生产反应容器中的冷凝器中，使羟基化合物和含有羰基基团的化合物冷凝，其中在冷凝的羟基化合物中所含有的羟基化合物与冷凝的含有羰基基团的化合物中所含有的羰基基团的化合物的比例为1或更多，而且在从冷凝器中回收的氨气体中所含有的羰基基团（—C(═O)—）数与氨分子数的比例为1或更少。