6-cyclopropanoyl-1,4-benzodioxane | 157069-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 6-cyclopropanoyl-1,4-benzodioxane
• 英文别名: Cyclopropyl(2,3-dihydro-1,4-benzodioxin-6-yl)methanone
• CAS: 157069-03-9
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: MNCHTHBKZOMDQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-cyclopropanoyl-1,4-benzodioxane 在 硝酸 、 溶剂黄146 作用下， 以84%的产率得到7-cyclopropanoyl-6-nitro-1,3-benzodioxane
  参考文献：
  名称：

  Synthesis of cyclopropyl-substituted 4H-3,1-benzoxazines from 2-amino-phenyl cyclopropyl ketones and 2-cyclopropanoylaminoacylbenzenes

  摘要：

  2- and 4-cyclopropyl- and 2,4-dicyclopropyl-substituted 4H-3,1-benzoxazines were synthesized by the intramolecular acid catalyzed heterocyclization of ortho-acylamino-substituted benzyl alcohols, obtained from 2-aminophenyl cyclopropyl ketones and 2-cyclopropanoylaminoacylbenzenes.

  DOI：

  10.1007/s10593-009-0251-5

文献信息

• Direct synthesis of ethers from aldehydes and ketones. One-pot reductive etherification of benzaldehydes, alkyl aryl ketones, and benzophenones
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s1070428016040047

  日期：2016.4

  Benzyl alcohols formed by the reduction of benzaldehydes, alkyl aryl ketones, and benzophenones with sodium tetrahydridoborate in alcohols undergo in situ etherification with the solvent in the presence of a catalytic amount of HCl. Thus the process may be regarded as one-pot transformation of carbonyl compounds into the corresponding benzyl ethers. The yields of ethers depend on the substituent nature

  通过在醇中催化量的四氢硼酸钠将苯甲醛，烷基芳基酮和二苯甲酮还原而形成的苄醇在催化量的HCl的存在下与溶剂进行原位醚化。因此，该方法可以被认为是羰基化合物一锅转化为相应的苄基醚。醚的产率取决于初始羰基化合物的芳族片段中的取代基性质以及用作还原介质的醇。
• Hydrochloric acid as an efficient catalyst for intermolecular condensation of alcohols. A simple and highly efficient synthesis of unsymmetrical ethers from benzylic alcohols and alkanols
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s107042801509002x

  日期：2015.9

  Benzylic alcohols and diarylmethanols with electron-donating substituents in the aromatic ring reacted with aliphatic alcohols in the presence of a catalytic amount of HCl to give the corresponding alkyl arylmethyl ethers. The reactivity of diarylmethanols in the intermolecular dehydration depended on the nature of substituents in the aromatic rings and structure of aliphatic alcohol.
• Synthesis of symmetrical α-alkyl- and α-arylalkylbenzyl and diarylmethyl ethers by HCl-catalyzed intermolecular dehydration
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s1070428017100050

  日期：2017.10

  alpha-Alkyl-, alpha-arylalkyl-, and alpha-aryl-substituted benzyl alcohols were converted into the corresponding symmetrical dibenzyl ethers in the presence of a catalytic amount of 10% aqueous HCl both in methylene chloride and under solvent-free conditions. Analogous reactions in dioxane and on heating afforded mainly the corresponding arylalkenes, whereas symmetrical dibenzyl ethers were formed as minor products.
• Verfahren zur Herstellung von Phenylessigsäureester-Derivaten
  申请人：CIBA-GEIGY AG

  公开号：EP0600835B1

  公开（公告）日：1996-09-11
• US5606095A
  申请人：——

  公开号：US5606095A

  公开（公告）日：1997-02-25