1-butenyloxybutane

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-butenyloxybutane
• 英文别名: 1-butenoxybutan；1-But-1-enoxybutane
• 化学式: C₈H₁₆O
• 分子量: 128.214
• InChiKey: GCRUYRFHWGPWHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-甲基喹啉 、 1-butenyloxybutane 在 sodium persulfate 、 三氟乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以61%的产率得到1-(4-methylquinolin-2-yl)butan-1-one
  参考文献：
  名称：

  N-杂芳烃与乙烯基醚的无金属、光催化剂和无光 Minisci C–H 乙酰化

  摘要：

  在此，我们报告了一种温和、操作简单的 N-杂芳烃 Minisci C-H 乙酰化方法，使用乙烯基醚作为稳定、廉价的乙酰基来源。该反应不需要传统的光催化、电催化、金属催化、光活化或高温。因此，在成本、试剂毒性和废物产生方面，这种方法比以前报道的方法更具可持续性。该协议有望从丰富的原料材料中获得医学相关分子。

  DOI：

  10.1021/acs.orglett.1c01310
• 作为产物：
  描述：

  二丁醚 在 3,3-二甲基-1-丁烯 、 C₃₂H₄₀ClIrP₂ 、 sodium t-butanolate 作用下， 以 乙醚 为溶剂， 反应 15.0h， 以10%的产率得到1-butenyloxybutane
  参考文献：
  名称：

  铱钳制以乙烯为氢受体的醚催化脱氢

  摘要：

  We describe efficient methods to dehydrogenate ethers by using iridium pincer complexes ((ipr4)Anthraphos)-Ir(H)(Cl), 4, (PC)-P-ipr4(sp(3))P-Ir(H)(Cl) 5, and ((PCP)-P-ipr4)-Ir(H)(Cl), 6. At 120 degrees C, cyclic ethers were dehydrogenated with high turnover numbers (over 400 in many cases). Acyclic ethers such as diethyl ether can also be dehydrogenated catalytically with TONs up to 90. The efficient dehydrogenation of cyclic and acyclic ethers using ethylene as a more practical hydrogen acceptor has been demonstrated for the first time.

  DOI：

  10.1021/acs.organomet.5b00501

文献信息

• Processes for the preparation of n-butyraldehyde, n-butanol and mixtures
  申请人：BASF Aktiengesellschaft

  公开号：US06166265A1

  公开（公告）日：2000-12-26

  Process for the preparation of n-butyraldehyde and/or n-butanol, wherein a) 1,3-Butadiene or a butadiene-containing hydrocarbon mixture is reacted with an alcohol of the formula I ROH I, where R is C.sub.2 -C.sub.20 -alkyl or alkenyl which is unsubstituted or substituted by 1 or 2 C.sub.1 -C.sub.10 -alkoxy or hydroxyl groups, or is C.sub.6 -C.sub.10 -aryl, C.sub.7 -C.sub.11 -aralkyl or methyl, at elevated temperatures and superatmospheric pressure in the presence of a Bronsted acid or in the presence of a complex of an element of Group Ia, VIIA or VIIIA of the Periodic Table of Elements with phosphorus- or nitrogen-containing ligands to give a mixture of the adducts of the formulae II ##STR1## and III ##STR2## b) the adduct III is isomerized to the adduct II, c) the adduct II is converted into the acetal of the formula IV ##STR3## d) n-butyraldehyde and/or n-butanol are then produced from this acetal IV by reacting it, in the liquid phase, with hydrogen and water or water in the presence of a homogeneous or heterogeneous transition metal catalyst which differs from dicobaltoctacarbonyl or hydridocobalttetracarbonyl.

  制备正丁醛和/或正丁醇的过程，其中a)将1,3-丁二烯或含有丁二烯的碳氢混合物与式I ROH I的醇反应，其中R是未取代或取代了1或2个C.sub.1-C.sub.10-烷氧基或羟基的C.sub.2-C.sub.20-烷基或烯基，或是C.sub.6-C.sub.10-芳基，C.sub.7-C.sub.11-芳基烷基或甲基，在存在Bronsted酸或存在含磷或氮配体的Ia、VIIA或VIIIA族元素的复合物的条件下，在高温和超大气压下反应，得到式II和式III的加合物混合物。b)加合物III转化为加合物II，c)将加合物II转化为式IV的缩醛，d)在液相中，在存在与二钴辛酸或氢化钴四羰基不同的均相或非均相过渡金属催化剂的条件下，通过将式IV与氢气和水或水反应，然后制备正丁醛和/或正丁醇。
• Iridium Pincer-Catalyzed Dehydrogenation of Ethers Featuring Ethylene as the Hydrogen Acceptor
  作者：Thomas W. Lyons、David Bézier、Maurice Brookhart

  DOI：10.1021/acs.organomet.5b00501

  日期：2015.8.24

  We describe efficient methods to dehydrogenate ethers by using iridium pincer complexes ((ipr4)Anthraphos)-Ir(H)(Cl), 4, (PC)-P-ipr4(sp(3))P-Ir(H)(Cl) 5, and ((PCP)-P-ipr4)-Ir(H)(Cl), 6. At 120 degrees C, cyclic ethers were dehydrogenated with high turnover numbers (over 400 in many cases). Acyclic ethers such as diethyl ether can also be dehydrogenated catalytically with TONs up to 90. The efficient dehydrogenation of cyclic and acyclic ethers using ethylene as a more practical hydrogen acceptor has been demonstrated for the first time.
• Metal-, Photocatalyst-, and Light-Free Minisci C–H Acetylation of N-Heteroarenes with Vinyl Ethers
  作者：Jianyang Dong、Jianhua Liu、Hongjian Song、Yuxiu Liu、Qingmin Wang

  DOI：10.1021/acs.orglett.1c01310

  日期：2021.6.4

  Herein, we report a mild, operationally simple method for Minisci C–H acetylation of N-heteroarenes using vinyl ethers as robust, inexpensive acetyl sources. The reactions do not require a conventional photocatalysis, electrocatalysis, metal catalysis, light activation, or high temperature. This method is thus significantly more sustainable than previously reported methods in terms of cost, reagent

  在此，我们报告了一种温和、操作简单的 N-杂芳烃 Minisci C-H 乙酰化方法，使用乙烯基醚作为稳定、廉价的乙酰基来源。该反应不需要传统的光催化、电催化、金属催化、光活化或高温。因此，在成本、试剂毒性和废物产生方面，这种方法比以前报道的方法更具可持续性。该协议有望从丰富的原料材料中获得医学相关分子。