3-Hydroxy-4-methoxy-α-chloroacetophenone | 55761-46-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Hydroxy-4-methoxy-α-chloroacetophenone
• 英文别名: 2-chloro-1-(3-hydroxy-4-methoxy-phenyl)-ethanone；2-Chlor-1-(3-hydroxy-4-methoxy-phenyl)-aethanon；2-Chloro-1-(3-hydroxy-4-methoxyphenyl)ethanone
• CAS: 55761-46-1
• 化学式: C₉H₉ClO₃
• 分子量: 200.622
• InChiKey: XPVUHHDFCNSLST-UHFFFAOYSA-N

物化性质

• 熔点：
  121-122 °C
• 沸点：
  376.3±32.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Hydroxy-4-methoxy-α-chloroacetophenone 在 乙醇 、 溶剂黄146 、 锌 作用下， 生成 4-甲氧基-3-羟基苯乙酮
  参考文献：
  名称：

  Sugasawa; Kawazu, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1953, vol. 73, p. 1102,1105

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 1,4-二氧六环 、 sodium hydroxide 作用下， 生成 3-Hydroxy-4-methoxy-α-chloroacetophenone
  参考文献：
  名称：

  30.愈创木酚的氯乙酰化

  摘要：

  DOI：

  10.1039/jr9460000111

文献信息

• Arnoldi, Anna; Bassoli, Angela; Merlini, Lucio, Journal of the Chemical Society. Perkin transactions I, 1993, # 12, p. 1359 - 1366
  作者：Arnoldi, Anna、Bassoli, Angela、Merlini, Lucio、Ragg, Enzio

  DOI：——

  日期：——
• Saito et al., Tanabe seiyaku kenkyu nenpo = Annual report of Gohei Tanabe Co., 1957, vol. 2, # 1, p. 7
  作者：Saito et al.

  DOI：——

  日期：——
• First chemical synthesis report of an anthocyanin metabolite with in vivo occurrence: cyanidin-4′-O-methyl-3-glucoside
  作者：Luís Cruz、Nuno Mateus、Victor de Freitas

  DOI：10.1016/j.tetlet.2013.03.100

  日期：2013.5

  Anthocyanins are natural polyphenolic compounds with important biological properties. In humans, these compounds are metabolized into different derivatives namely methyl, glucuronyl, and sulfate conjugates. Among these, cyanidin-4'-O-methyl-3-glucoside, already detected in vivo, seems to be an interesting metabolite to be used as standard for biological studies. The lack of suitable standards is a major drawback in biological studies. Bearing this in mind, this work describes a strategy for the chemical synthesis of cyanidin-4'-O-methyl-3-glucoside 9, which involved in the synthesis of the 'Western' and 'Eastern' molecules, namely 2,4-diacetoxy-6-hydroxybenzaldehyde 2 and 2-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-3'-benzyloxy-4'-methoxyacetophenone 8, respectively. The final step consisted in the Robinson's acidic aldol condensation between 2 and 8 molecules, which after the respective deprotections yield product 9. (C) 2013 Elsevier Ltd. All rights reserved.
• 30. The chloroacetylation of guaiacol
  作者：Alan A. Goldberg、Harold S. Turner

  DOI：10.1039/jr9460000111

  日期：——
• Sugasawa; Kawazu, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1953, vol. 73, p. 1102,1105
  作者：Sugasawa、Kawazu

  DOI：——

  日期：——