3,4-ethylenedioxyphenyl(phenyl)methanol | 351342-79-5

• 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: 3,4-ethylenedioxyphenyl(phenyl)methanol
• 英文别名: 2,3-Dihydro-1,4-benzodioxin-6-yl(phenyl)methanol
• CAS: 351342-79-5
• 化学式: C₁₅H₁₄O₃
• mdl: MFCD01070798
• 分子量: 242.274
• InChiKey: KGVRUAYVJRFVBK-UHFFFAOYSA-N

物化性质

• 沸点：
  401.1±44.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-ethylenedioxyphenyl(phenyl)methanol 在 硝酸乙酸酐 、 N,N-二甲基苯胺 作用下， 以 乙醚 、 乙酸酐 为溶剂， 反应 4.0h， 生成 4,5-ethylenedioxy-2-nitrophenyl(phenyl)methyl acetate
  参考文献：
  名称：

  Synthesis of o-nitrosoacylbenzenes from o-nitrobenzyl alcohols and their derivatives

  摘要：

  Nitration of substituted benzyl alcohols, as well as ethers and esters derived therefrom, with nitric acid in acetic anhydride was studied. The corresponding o-nitrobenzyl alcohols and their derivatives formed as the primary products are capable of being converted into o-nitrosoacylbenzenes by the action of acids.

  DOI：

  10.1134/s1070428006010143
• 作为产物：
  描述：

  2,3-dihydro-1,4-benzodioxin-6-yl(phenyl)methanone 在 sodium tetrahydroborate 作用下， 生成 3,4-ethylenedioxyphenyl(phenyl)methanol
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1134/s107042801509002x

文献信息

• CuBr2-catalyzed alkylation of furans with benzyl alcohols and benzaldehydes. Domino reactions including this alkylation as a key step
  作者：Anton S. Makarov、Anna E. Kekhvaeva、Christopher J.J. Hall、Daniel R. Price、Igor V. Trushkov、Maxim G. Uchuskin

  DOI：10.1016/j.tet.2017.10.054

  日期：2017.12

  CuBr2-catalyzed alkylation of furans with a broad scope of benzyl alcohols and benzaldehydes is reported. Reaction proceeds efficiently under mild reaction conditions requiring no inert atmosphere or other precautions. Moreover, it is shown that CuBr2 catalyzes domino reactions of furans with benzyl alcohols or benzaldehydes bearing a nucleophilic moiety in the ortho-position. These protocols offer a

  据报道，CuBr 2催化的呋喃与范围广泛的苄醇和苯甲醛的烷基化。反应在温和的反应条件下有效进行，不需要惰性气氛或其他预防措施。此外，表明CuBr 2催化呋喃与在邻位带有亲核部分的苯甲醇或苯甲醛的多米诺反应。这些协议为从易于获得的呋喃中密集取代的杂环基序提供了一种实用的方法。
• 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.
• Mallesha; Dinesh; Rangappa, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 1, p. 196 - 200
  作者：Mallesha、Dinesh、Rangappa、Shashikanth、Lokanath、Sridhar、Prasad, J. Shashidhara

  DOI：——

  日期：——
• Generation of Cations from Alkoxides:  Allylation of Propargyl Alcohols
  作者：George W. Kabalka、Min-Liang Yao、Scott Borella

  DOI：10.1021/ja061379d

  日期：2006.9.1

  The reaction of alkoxides with boron trichloride results in the generation of cations in the absence of Brønsted acids. The absence of a Brønsted acid can make a difference in subsequent transformations such as allylation reactions.
• 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.