4-hydroxy-4-(2-hydroxyphenyl)butan-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-hydroxy-4-(2-hydroxyphenyl)butan-2-one
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: BLCMFTLQIKTQHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-hydroxy-4-(2-hydroxyphenyl)butan-2-one 在 乙酸铵 、 盐酸 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 imino-form of 2-methyl-4-amino-5H-<1>benzopyrano-<3,4-c>pyridin-5-one
  参考文献：
  名称：

  Rangnekar, D.W.,; Dhamnaskar, S.V.,, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1767 - 1768

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(氯甲基)-3,5-二氧杂-1-己烯 、 水杨醛 在 indium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 、 水 为溶剂， 以66%的产率得到4-hydroxy-4-(2-hydroxyphenyl)butan-2-one
  参考文献：
  名称：

  A useful synthetic equivalent of an acetone enolate

  摘要：

  2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed with zinc, aldol products were isolated in protected form as the corresponding MOM-enol ethers. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.113

文献信息

• Preparation and characterization of magnetic graphene nanocomposite containing Cu(proline)2 as catalyst for asymmetric aldol reactions
  作者：M. Kooti、F. Kooshki、E. Nasiri

  DOI：10.1007/s11164-019-03755-x

  日期：2019.5

  catalytic performance was investigated in the aldol reaction using a mild and ecofriendly procedure. The synthesized nanocomposite, which contains Cu(II) center as Lewis acid, was found to be an efficient catalyst for asymmetric aldol reactions, affording corresponding aldol products in high yield and excellent enantiomeric excess (> 90 %). The examined catalyst was prepared from low-cost, easily available

  通过固定化Cu（脯氨酸）2制备了一种新的催化剂配合物在磁性石墨烯表面上。制备的纳米催化剂的特征在于傅立叶变换红外光谱（FT-IR），粉末X射线衍射（PXRD）分析，振动样品磁力法（VSM），扫描电子显微镜（SEM），能量色散X射线（EDX）光谱，透射电子显微镜（TEM），电感耦合等离子体（ICP）技术和元素分析。使用温和且环保的方法，在醛醇缩合反应中研究了其催化性能。发现以Cu（II）中心为路易斯酸的合成纳米复合材料是不对称羟醛反应的有效催化剂，以高收率和优异的对映体过量（＞ 90％）提供了相应的羟醛产物。经检查的催化剂是从低成本，
• Direct Catalytic Asymmetric Synthesis of Highly Functionalized 2-Methylchroman-2,4-diols via Barbas-List Aldol Reaction
  作者：Dhevalapally B. Ramachary、Rajasekar Sakthidevi

  DOI：10.1002/chem.200900066

  日期：2009.4.27

  A practical and sustainable chemical process for the synthesis of highly substituted aldol↔lactol products was achieved for the first time through the asymmetric Barbas–List aldol (BLA) reaction of 2‐hydroxybenzaldehydes with acetone in the presence of a catalytic amount of trans‐4‐OH‐L‐proline (see scheme).

  在催化量的反式-4存在下，通过2-羟基苯甲醛与丙酮的不对称Barbas-List羟醛（BLA）反应，首次实现了一种实用且可持续的化学合成高度取代的羟甲基内酯产品的方法。-OH- L-脯氨酸（参见方案）。
• Rangnekar, D.W.,; Dhamnaskar, S.V.,, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1767 - 1768
  作者：Rangnekar, D.W.,、Dhamnaskar, S.V.,

  DOI：——

  日期：——
• A useful synthetic equivalent of an acetone enolate
  作者：Veselin Maslak、Zorana Tokic-Vujosevic、Zorana Ferjancic、Radomir N. Saicic

  DOI：10.1016/j.tetlet.2009.09.113

  日期：2009.12

  2-Methoxymethoxy-3-chloropropene derived organometallics act as synthetic equivalents of an acetone enolate. Indium-promoted reaction of this reagent with aldehydes affords aldol adducts in moderate to excellent yields. When the reaction was performed with zinc, aldol products were isolated in protected form as the corresponding MOM-enol ethers. (C) 2009 Elsevier Ltd. All rights reserved.