1-(1-(benzyloxy)but-3-enyl)-4-chlorobenzene

• 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: 1-(1-(benzyloxy)but-3-enyl)-4-chlorobenzene
• 英文别名: 4-benzyloxy-4-(4-chlorophenyl)-1-butene；1-Chloro-4-(1-phenylmethoxybut-3-enyl)benzene
• 化学式: C₁₇H₁₇ClO
• 分子量: 272.774
• InChiKey: WNIDDQYXKWWYGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(4-氯苯基)-1,3-二氧戊环 、 苄氧基三甲基硅烷 、 烯丙基三甲基硅烷 在 tin(II) trifluoromethanesulfonate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以94%的产率得到1-(1-(benzyloxy)but-3-enyl)-4-chlorobenzene
  参考文献：
  名称：

  乙缩醛与甲硅烷基取代的亲核试剂的新反应。一种温和高效的合成高烯丙基烷基醚和不对称二烷基醚的方法

  摘要：

  摘要 在烷氧基三甲基硅烷存在下，通过乙烯缩醛分别与烯丙基三甲基硅烷和叔丁基二甲基硅烷进行烯丙基化和还原反应，高效地一锅法合成高烯丙基烷基醚和二烷基醚。

  DOI：

  10.1080/00397919908086101

文献信息

• Silicomolybdic acid supported on silica gel: an efficient catalyst for Hosomi–Sakurai reactions
  作者：Kaliyappan Murugan、Sankareswaran Srimurugan、Chinpiao Chen

  DOI：10.1016/j.tet.2011.05.093

  日期：2011.8

  Silicomolybdic acid that is supported on silica gel (50 wt %) efficiently catalyzes the high-yielding Hosomi–Sakurai allylation of carbonyl compounds by allyltrimethylsilane in the presence of benzyl alcohol. The reaction rates of inactive substrates and the yields were greatly increased when preformed acetals were used as substrates.

  在苄醇存在下，负载在硅胶上的硅钼酸（50 wt％）有效地催化了烯丙基三甲基硅烷对羰基化合物的高产率Hosomi-Sakurai烯丙基化。当使用预制的乙缩醛作为底物时，非活性底物的反应速率和产率大大提高。
• HClO4-supported on silica gel: a mild and efficient catalyst for Hosomi–Sakurai reaction
  作者：Kaliyappan Murugan、Chinpiao Chen

  DOI：10.1016/j.tetlet.2011.08.145

  日期：2011.11

  Perchloric acid supported on silica gel was found to be an efficient catalyst (2 mol %) for the Hosomi–Sakurai allylation of numerous aldehydes with allyltrimethylsilane in the presence of benzyl alcohol. This method was also effective for the allylation of secondary alcohols under mild experimental conditions.

  人们发现，在苄醇存在下，硅胶上负载的高氯酸是将许多醛与烯丙基三甲基硅烷进行Hosomi-Sakurai烯丙基化反应的有效催化剂（2摩尔％）。在温和的实验条件下，该方法对于仲醇的烯丙基化也是有效的。
• Brønsted Acid-Catalyzed Three-Component Hosomi–Sakurai Reactions
  作者：Daniela Kampen、Arnaud Ladépêche、Gerrit Claßen、Benjamin List

  DOI：10.1002/adsc.200800036

  日期：2008.5.5

  Aldehydes react with silyl ethers or the corresponding alcohols and allylsilanes in the presence of catalytic amounts of 2,4-dinitrobenzenesulfonic acid (DNBA) to provide a wide range of homoallylic ethers in moderate to high yields.

  醛在催化量的2,4-二硝基苯磺酸（DNBA）的存在下与甲硅烷基醚或相应的醇和烯丙基硅烷反应，以中等至高收率提供各种均聚物。
• Host (Nanocavity of Aluminium-Incorporated Mesoporous KIT-6)–guest (12-tungesto(molybdato) Phosphoric Acid) Nanocomposite Material: Efficient and Reusable Catalysts for the Hosomi–Sakurai Three-Component Coupling Reaction
  作者：Razieh Fazaeli、Hamid Aliyan、Elham Naderi

  DOI：10.1080/10426507.2012.704100

  日期：2013.6.1

  The immobilization of heteropoly acids (HPAs) into the Al-functionalized KIT-6 mesoporous molecular sieve has been carried out to see the effect of Al-KIT-6 as a host matrix on the HPA activities. These modified mesoporous molecular sieves are effective catalysts for the Hosomi-Sakurai three-component coupling reaction via condensation of aldehydes, silyl ethers, and allylsilanes. Supplemental materials are available for this paper. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
• Cesium Salt of Tungstosilicic Acid Fabricated by Nano-Casting Strategy: An Efficient Catalyst for the Three-Component Hosomi–Sakurai Reaction
  作者：Razieh Fazaeli、Hamid Aliyan、Mohammad Javad Bagi

  DOI：10.1080/10426507.2011.639821

  日期：2012.6

  We have used SBA-15 silicas as hard templates for the nano-fabrication of Cs1.8H2.2SiW12O40 (CsHSiW) salt nanocrystal. The elimination by HF (or NaOH 90 degrees C) in the silica matrix from the composites occurred by a two-step reaction deposition of CsHSiW salt nanocrystal. The nano-casted CsHPW materials were characterized by several techniques: chemical analysis (atomic absorption, neutron activation analysis, and inductively coupled plasma) and spectroscopic methods (FT-IR spectrum, X-ray diffraction, transmission electron microscopy, and energy dispersive x-ray analysis measurement). In addition to the complete characterization of CsHSiW nanocrystal samples, their catalytic performances are shown for the three-component Hosomi-Sakurai reaction. The reaction proceeds efficiently under ambient conditions with good to excellent yields.