4-(4-Ethoxy-phenyl)-2-methyl-but-3-yn-2-ol | 499242-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-Ethoxy-phenyl)-2-methyl-but-3-yn-2-ol
• 英文别名: 4-(4-Ethoxyphenyl)-2-methylbut-3-yn-2-ol
• CAS: 499242-44-3
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: PZXCWKOYEJCAEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-Ethoxy-phenyl)-2-methyl-but-3-yn-2-ol 在 氢氧化钾 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 4-乙炔基苯乙醚
  参考文献：
  名称：

  High Birefringence Nematic Liquid Crystals for Display and Telecom Applications

  摘要：

  Several compounds with high birefringence and having tolane structure were synthesized. For a high polarizability, isothiocyanato (NCS) terminal group was introduced. Another goal of this study was reduction of melting point and smectic phases by introduction of fluorine as lateral substituent. The transition temperatures for all the synthesized compounds and the refractive and dielectric indices for one of the compounds have been determined. Electro-optic (EO) measurements were also performed.

  DOI：

  10.1080/15421400490434829
• 作为产物：
  描述：

  4-溴苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 copper(l) iodide 、 四(三苯基膦)钯 、 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 26.0h， 生成 4-(4-Ethoxy-phenyl)-2-methyl-but-3-yn-2-ol
  参考文献：
  名称：

  High Birefringence Nematic Liquid Crystals for Display and Telecom Applications

  摘要：

  Several compounds with high birefringence and having tolane structure were synthesized. For a high polarizability, isothiocyanato (NCS) terminal group was introduced. Another goal of this study was reduction of melting point and smectic phases by introduction of fluorine as lateral substituent. The transition temperatures for all the synthesized compounds and the refractive and dielectric indices for one of the compounds have been determined. Electro-optic (EO) measurements were also performed.

  DOI：

  10.1080/15421400490434829

文献信息

• Simple, Convenient, and Efficient Synthesis of 2-Aryl-substituted Benzo[b]furans
  作者：Yong Jiang、Botao Gao、Wenjuan Huang、Yongmin Liang、Guosheng Huang、Yongxiang Ma

  DOI：10.1080/00397910701860323

  日期：2008.12.31

  convenient, and efficient one-pot method for the preparation of benzofuran is reported. Sonogashira coupling reaction of aryl iodides with 2-methyl-3-butyn-2-ol was used as an acetylene source in the presence of Pd(PPh3)2Cl2 and CuI. Deprotection of the acetylene moiety in the same pot using a strong base and the second Sonogashira coupling/cyclization of and substituted o-iodophenols led to the formation

  摘要 报道了一种简单、方便、高效的一锅法制备苯并呋喃。在 Pd(PPh3)2Cl2 和 CuI 存在下，芳基碘化物与 2-methyl-3-butyn-2-ol 的 Sonogashira 偶联反应用作乙炔源。在同一锅中使用强碱对乙炔部分进行脱保护，并与取代的邻碘苯酚进行第二次 Sonogashira 偶联/环化，导致形成适当的苯并 [b] 呋喃。这些协议也可用于合成天然产物和吲哚。
• Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols
  作者：LIANSHENG WU、XIAOKANG SHI、XIAOYUN XU、FEN LIANG、GUOSHENG HUANG

  DOI：10.1007/s12039-011-0137-9

  日期：2011.9

  one-pot with iodobenzene, 2-methyl-3-butyn-2-ol and 2-iodo-4-methylphenol as reactants. A simple and efficient method for synthesis of 2-arylbenzo[b]furnas and 2-ferrocenylbenzo[b]furans has been developed from the Sonogashira coupling/cyclization reaction of propargylic alcohols and o-iodophenols in the presence of silica gel and catalytic amounts of PdCl2(PPh3)2 (2 mol%) and CuI (2 mol%) under microwave

  一种简单，高效，快速的方法，由PdCl 2（PPh 3）2（2 ）（2 ）（2 ）（2 ）（2 ）（2 ）（2 ）的催化剂由易于制备的炔丙醇，邻碘苯酚和硅胶合成2-芳基苯并[b]呋喃和2-二茂铁苯并[b]呋喃摩尔％）/ CuI（2摩尔％）和微波促进的Sonogashira偶联/环化反应得以发展。该方法可以产生良好到极好的产量。另外，该方法也可以以碘苯，2-甲基-3-丁炔-2-醇和2-碘-4-甲基苯酚为反应物，一锅法完成。 在硅胶存在下，催化量的炔丙基醇和邻碘苯酚的Sonogashira偶联/环化反应，已经开发出一种简单而有效的合成2-芳基苯并[b]呋喃酮和2-二茂铁基苯并[b]呋喃的方法。在微波条件下，PdCl 2（PPh 3）2（2 mol％）和CuI（2 mol％）。
• An unexpected thermal-ring-rearrangement of benzochromenes to inden-3-yl-naphthols with <i>p</i>TsOH
  作者：Srinivasarao Yaragorla、Tabassum Khan

  DOI：10.1039/c8ob02264j

  日期：——

  Described here is the first report of an unexpected thermal-ring rearrangement (TRR) of benzochromenes to indene derivatives promoted by pTsOH, which proceeds through the protonation of benzochromenes by an acid catalysts followed by ring-opening and ring-closure by an intramolecular Friedel–Crafts cyclization.

  这里描述了苯基色酮发生意外的热环重排（TRR）生成茚衍生物的首次报告，此过程由

  TsOH

  促进，通过酸催化剂对苯基色酮的质子化，随后通过分子内弗里德尔-克拉夫茨环化反应进行环的开启和闭合。