1-(3-甲氧基苯基)-3-丁烯-1-基乙酸酯 | 114095-72-6

• 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: 1-(3-甲氧基苯基)-3-丁烯-1-基乙酸酯
• 中文别名: 乙酸1-(3-甲氧基-苯基)-丁-3-烯基酯
• 英文名称: 1-(3-methoxyphenyl)-3-butenyl acetate
• 英文别名: 1-(3-Methoxyphenyl)but-3-en-1-yl acetate；1-(3-methoxyphenyl)but-3-enyl acetate
• CAS: 114095-72-6
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: KFIKGUVDOCFSRD-UHFFFAOYSA-N

物化性质

• 沸点：
  301.8±37.0 °C(Predicted)
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2915390090

反应信息

• 作为产物：
  描述：

  3-甲氧基苯甲醛 在 magnesium 作用下， 以 吡啶 为溶剂， 反应 36.33h， 生成 1-(3-甲氧基苯基)-3-丁烯-1-基乙酸酯
  参考文献：
  名称：

  Arylcyclopropane photochemistry. Unusual aromatic substituent effects on the photochemical rearrangement of (2-arylcyclopropyl)methyl acetates to 1-arylhomoallyl acetates

  摘要：

  DOI：

  10.1021/ja00219a040

文献信息

• Scandium Triflate Catalyzed Allylation of Acetals and <i>gem</i>-Diacetates: A Facile Synthesis of Homoallyl Ethers and Acetates
  作者：Jhillu S. Yadav、Basi V. Subba Reddy、P. Srihari

  DOI：10.1055/s-2001-13379

  日期：——

  Scandium triflate catalyzes efficiently the allylation reactions of acetals and gem-diacetates with allyltrimethylsilane at ambient temperature to afford the corresponding homoallyl ethers and acetates in high yields. Also it is found to be effective for the direct formation of homoallyl ethers from aldehydes and allylsilane in presence of trimethylorthoformate.

  三氟甲磺酸钪在环境温度下有效催化缩醛和偕二乙酸酯与烯丙基三甲基硅烷的烯丙基化反应，以高收率提供相应的均烯丙基醚和乙酸酯。还发现它对于在原甲酸三甲酯存在下由醛和烯丙基硅烷直接形成均烯丙基醚是有效的。
• Indium-mediated one-pot, three-component synthesis of homoallyl alcohol esters without catalysts and dehydrants
  作者：Zhengyin Du、Yanchun Li、Fen Wang、Wanwei Zhou、Jin-Xian Wang

  DOI：10.1016/j.tetlet.2010.01.092

  日期：2010.3

  Indium-mediated one-pot esterification reaction of acyl chlorides or anhydride by using in situ-prepared homoallyl alcohols from aromatic aldehydes and allyl bromide proceeded smoothly to afford the corresponding homoallyl alcohol esters in high yields within about 1 h, which provided a simple and efficient protocol for the simultaneous allylation and esterification of aldehydes without other catalysts and dehydrants

  使用芳族醛和烯丙基溴原位制备的均烯丙基醇进行的铟介导的酰氯或酸酐的一锅酯化反应可顺利进行，从而在约1小时内以高收率得到相应的均烯丙基醇酯，这提供了一种简单而有效的方法在不使用其他催化剂和脱水剂的情况下同时进行醛的烯丙基化和酯化的操作规程。
• Bismuth Compounds in Organic Synthesis. A One-Pot Synthesis of Homoallyl Ethers and Homoallyl Acetates from Aldehydes Catalyzed by Bismuth Triflate
  作者：Peter W. Anzalone、Ashvin R. Baru、Eric M. Danielson、Patrick D. Hayes、Mai P. Nguyen、Ambrose F. Panico、Russell C. Smith、Ram S. Mohan

  DOI：10.1021/jo048475m

  日期：2005.3.1

  [GRAPHICS]Three one-pot methods for the conversion of aldehydes to homoallyl ethers catalyzed by Bi(OTf)(3)center dot xH(2)O (1 < x < 4) have been developed. The one-pot synthesis of homoallyl ethers can be achieved either by in situ generation of the acetal followed by its reaction with allyltrialkylsilane or by a three-component synthesis in which the aldehyde, trimethylorthoformate or an alkoxytrimethylsilane and allyltrimethylsilane are mixed together in the presence of bismuth triflate (0.1-1.0 mol %). In addition, a three-component synthesis of homoallyl acetates, which is achieved by reacting the aldehyde, acetic anhydride, and allyltrimethylsilane in the presence of bismuth triflate (3.0-5.0 mol %), has been developed. The use of a relatively nontoxic, easy to handle, and inexpensive catalyst adds to the versatility of these methods.
• Sc(OTf)3, an Efficient Catalyst for Addition of Allyltrimethylsilane to Aldehydes; Chemoselective Addition to Aldehydes in Presence of Ketones and in situ Acylation (3 Component Coupling)
  作者：Varinder K. Aggarwal、Graham P. Vennall

  DOI：10.1055/s-1998-2222

  日期：1998.12