3,3-dimethyl-4-hydroxy-4-phenylbutan-2-one | 97234-30-5

• 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: 3,3-dimethyl-4-hydroxy-4-phenylbutan-2-one
• 英文别名: 2-Butanone, 4-hydroxy-3,3-dimethyl-4-phenyl-；4-hydroxy-3,3-dimethyl-4-phenylbutan-2-one
• CAS: 97234-30-5
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: SWGMZUHZYZRQJR-UHFFFAOYSA-N

物化性质

• 熔点：
  75.0-76.2 °C
• 沸点：
  303.3±22.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲醛 、 3-碘-3-甲基丁烷-2-酮 在 乙基溴化镁 作用下， 生成 3,3-dimethyl-4-hydroxy-4-phenylbutan-2-one
  参考文献：
  名称：

  Preparation of Enolates fromα-Haloketones withn-BuLi, PhMgBr, or Et₂ZnviaHalogen-Metal Exchange Reaction

  摘要：

  对α-碘酮进行金属-卤素交换反应，使用n-BuLi、PhMgBr、Et2Zn或Me3Al在0 °C的醚中处理，得到相应的金属烯醇盐，这些烯醇盐与醛反应，提供了良产率的醇类产品。

  DOI：

  10.1246/cl.1995.463

文献信息

• Regio- and diastereoselective preparation of aldols from .alpha.-branched ketone enolates generated from BHT ester enolates and organolithium reagents. In situ generation and trapping of ketenes from ester enolates
  作者：Robert Haener、Thomas Laube、Dieter Seebach

  DOI：10.1021/ja00305a013

  日期：1985.9

  dilute solution), the corresponding silyl enol ethers with trimethylchlorosilane and aldols with aldehydes. The aldols are produced regioselectively and, in the case of unsymmetrical ketenes, diastereoselectively. Almost two dozen examples are described, illustrating the use of BHT ester enolates as nucleophilic ketene precursors. From X-ray crystal structure da t a of ester lithium enolates we could

  在烷基锂化合物的存在下，由支链 2,6-二叔丁基-4-甲基苯基 (BHT) 链烷酸酯和 3 至 6 元环羧酸酯衍生的锂烯醇化物的热诱导裂解为烯酮和 LiO-BHT，苄基锂或苯基锂允许产生热力学不稳定的四取代酮烯醇化物。在选择的条件下（无酰胺碱，稀溶液），这些烯醇化物产生相应的甲硅烷基烯醇醚与三甲基氯硅烷和醛醇与醛。醛醇是区域选择性产生的，在不对称烯酮的情况下，非对映选择性产生。描述了近两打例子，说明了 BHT 酯烯醇化物作为亲核烯酮前体的用途。根据酯锂烯醇化物的 X 射线晶体结构数据，我们可以预测离去基团从 sp2 中心开始消除并形成 a 的轨迹（参见图 1 式 A 中的黑色箭头）。我们也可以制作 0002-7863/85/1507-5396$01.50/0
• NiCl₂(PPh₃)₂–Zn Promoted Deallyloxycarbonylative Directed Aldo Reaction of Allyl β-Keto Carboxylates with Aldehydes to β-Hydroxy Ketones
  作者：Junzo Nokami、Haruhisa Konishi、Hiroyuki Matsuura

  DOI：10.1246/cl.1991.2023

  日期：1991.11

  Regie- and chemospecific deallyloxycarbonylative aldol reaction of allyl(or -lie) α,α-disubstituted β-keto carboxylate with aldehyde was effectively promoted by Ni0 (NiCl2(PPh3)2–Zn), in which the allyloxycarbonyl group (–COOCH2CH=CH2) was replaced to 1-hydroxyalkyl group(–CH(OH)R, R = alkyl, vinyl, aryl) under mild reaction conditions.

  在温和的反应条件下，Ni0（NiCl2(PPh3)2-Zn）能有效促进烯丙氧基羰基（-COOCH2CH=CH2）被置换为 1-羟基烷基（-CH(OH)R，R = 烷基、乙烯基、芳基）与醛的烯丙基（或-lie）α,α-二取代的β-酮羧酸酯的脱烯丙基羰基醛反应。
• LEWIS-ACID METAL CATALYST ENCLOSED IN POLYMER
  申请人：Japan Science and Technology Agency

  公开号：EP1738824A1

  公开（公告）日：2007-01-03

  The objective is to incarcerate a Lewis acid metal in a polymer and to make this catalyst recoverable while maintaining its function as a Lewis acid metal catalyst. The present invention is a polymer-incarcerated Lewis acid metal catalyst in which a Lewis acid metal is incarcerated in a crosslinked polymer and the crosslinked polymer is crosslinked using the crosslinking groups contained in a crosslinkable polymer. The polymer incarcerated Lewis acid metal catalyst is characterized by the crosslinkable polymer containing at least one type of monomer unit containing hydrophobic substituents and hydrophilic substituents containing crosslinking groups, and the hydrophobic substituents contain aromatic substituents. This crosslinkable polymer preferably comprises at least one type of monomer unit containing hydrophobic substituents and hydrophilic substituents containing crosslinking groups and a monomer unit containing hydrophobic substituents. This catalyst can be obtained by subjecting a polymer micelle incarcerated Lewis acid metal obtained by mixing an organic solution containing a crosslinkable polymer and a Lewis acid metal with a bad solvent to a crosslinking reaction. This catalyst is useful as a catalyst in aldol reactions, cyanolation reactions, allylation reactions, Michael reactions, Mannich reactions, Diels Alder reactions and Friedel Crafts reactions.

  目的是将路易斯酸金属囚禁在聚合物中，并使这种催化剂可回收，同时保持其作为路易斯酸金属催化剂的功能。 本发明是一种聚合物螯合路易斯酸金属催化剂，其中路易斯酸金属被螯合在交联聚合物中，交联聚合物利用可交联聚合物中所含的交联基团进行交联。囚禁路易斯酸金属催化剂的聚合物的特点是可交联聚合物含有至少一种单体单元，单体单元含有疏水取代基和含有交联基团的亲水取代基，疏水取代基含有芳香取代基。这种可交联聚合物最好包含至少一种含有疏水取代基和含有交联基团的亲水取代基的单体单元，以及一种含有疏水取代基的单体单元。将含有可交联聚合物和路易斯酸金属的有机溶液与劣质溶剂混合，使聚合物胶束与路易斯酸金属发生交联反应，即可获得这种催化剂。这种催化剂可用作醛醇反应、氰化反应、烯丙基化反应、迈克尔反应、曼尼希反应、Diels Alder 反应和 Friedel Crafts 反应的催化剂。
• TODA, FUMIO;TANAKA, KOICHI;HAMAI, KOKI, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N1, C. 3207-3209
  作者：TODA, FUMIO、TANAKA, KOICHI、HAMAI, KOKI

  DOI：——

  日期：——
• Preparation of Enolates from<i>α</i>-Haloketones with<i>n</i>-BuLi, PhMgBr, or Et₂Zn<i>via</i>Halogen-Metal Exchange Reaction
  作者：Yoshitaka Aoki、Koichiro Oshima、Kiitiro Utimoto

  DOI：10.1246/cl.1995.463

  日期：1995.6

  Metal-halogen exchange of α-iodoketones was performed upon treatment with n-BuLi, PhMgBr, Et2Zn or Me3Al in ether at 0 °C to give the corresponding metal enolates which reacted with aldehydes to provide the aldol type products in good yields.

  对α-碘酮进行金属-卤素交换反应，使用n-BuLi、PhMgBr、Et2Zn或Me3Al在0 °C的醚中处理，得到相应的金属烯醇盐，这些烯醇盐与醛反应，提供了良产率的醇类产品。