5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one | 60027-48-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
• 英文别名: 2-(3,4-dimethoxy-phenyl)-5-hydroxy-chromen-4-one；2-(3,4-Dimethoxy-phenyl)-5-hydroxy-chromen-4-on；3',4'-dimethoxy-5-hydroxyflavone；5-Hydroxy-3',4'-dimethoxyflavone；2-(3,4-dimethoxyphenyl)-5-hydroxychromen-4-one
• CAS: 60027-48-7
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: UNXOIMSTKYPTRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 在 sodium hydroxide 、 sodium persulfate 作用下， 生成 2-(3,4-dimethoxy-phenyl)-5,8-dihydroxy-chromen-4-one
  参考文献：
  名称：

  Ahluwalia et al., Proceedings - Indian Academy of Sciences, Section A, 1953, # 38, p. 480,490

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-6-甲氧基苯甲醛 在 manganese(IV) oxide 、 正丁基锂 、 三氟甲磺酸 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 5.5h， 生成 5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of γ-Benzopyranone by TfOH-Promoted Regioselective Cyclization of o-Alkynoylphenols

  摘要：

  Regioselective cyclization of o-alkynoylphenols forming gamma-benzopyranones has been demonstrated. Trifluoromethanesulfonic acid (TfOH) induced 6-endo cyclization of o-alkynoylphenols without forming 5-exo cyclized benzofuranone derivatives to provide the corresponding gamma-benzopyranones in high yields.

  DOI：

  10.1021/ol2016934

文献信息

• Process for preparation of polyhydric alcohols
  申请人：——

  公开号：US20020157939A1

  公开（公告）日：2002-10-31

  A process for preparing a polyhydric alcohol according to the invention comprises subjecting a polyhydric alcohol compound having protected hydroxy group(s) to microwave irradiation in the presence of basic compound(s) or acid(s) having an acid dissociation exponent (pKa) of −8 to 3 at 25° C. to remove the protecting groups of the hydroxy group of the polyhydric alcohol compound. The invention can provide an industrially advantageous process for preparing polyhydric alcohols by readily removing protecting group(s) from protected hydroxy group(s) of polyhydric alcohol compounds.

  根据该发明，制备多羟基醇的方法包括将具有受保护羟基的多羟基醇化合物置于存在具有25°C下酸解离指数（pKa）为-8至3的碱性化合物或酸性化合物的微波辐射中，以去除多羟基醇化合物的羟基的保护基。该发明可以通过轻松去除多羟基醇化合物中受保护羟基的保护基，提供一个工业上有利的制备多羟基醇的方法。
• Process for the preparation of flavone derivatives
  申请人：——

  公开号：US20040059100A1

  公开（公告）日：2004-03-25

  The invention relates to a process for the preparation of flavone derivatives in which a 2-hydroxyacetophenone compound is metallated using a lithium compound at low temperatures and subsequently reacted with a keto compound, and where the ratio of the molar equivalents of lithium compound to the 2-hydroxyacetophenone compound functional groups to be metallated is from 1 to 1.2. The resultant &bgr;-diketone compound is subsequently cyclised with warming in an acidic medium.

  本发明涉及一种制备黄酮衍生物的方法，其中使用锂化合物在低温下对2-羟基苯乙酮化合物进行金属化，然后与酮化合物反应，所述锂化合物的摩尔当量与要金属化的2-羟基苯乙酮化合物的官能团的比例为1至1.2。随后，在酸性介质中加热使所得的β-二酮化合物环化。
• PROCESS FOR THE PREPARATION OF POLYHYDRIC ALCOHOLS
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1298115A1

  公开（公告）日：2003-04-02

  A process for preparing a polyhydric alcohol according to the invention comprises subjecting a polyhydric alcohol compound having protected hydroxy group(s) to microwave irradiation in the presence of basic compound(s) or acid(s) having an acid dissociation exponent (pKa) of -8 to 3 at 25°C to remove the protecting groups of the hydroxy group of the polyhydric alcohol compound. The invention can provide an industrially advantageous process for preparing polyhydric alcohols by readily removing protecting group(s) from protected hydroxy group(s) of polyhydric alcohol compounds.

  根据本发明制备多元醇的工艺包括：在碱性化合物或酸解离指数（pKa）为-8 至 3 的酸存在下，在 25°C 的温度下，对具有受保护羟基的多元醇化合物进行微波辐照，以去除多元醇化合物羟基的保护基团。本发明可提供一种具有工业优势的制备多羟基醇的工艺，该工艺可轻松去除多羟基醇化合物受保护羟基上的保护基团。
• VERFAHREN ZUR HERSTELLUNG VON FLAVON DERIVATEN
  申请人：Merck Patent GmbH

  公开号：EP1355898B1

  公开（公告）日：2005-10-12
• US6656328B2
  申请人：——

  公开号：US6656328B2

  公开（公告）日：2003-12-02