4-(4-methoxyphenyl)-2-methyl-2-pentene | 35029-32-4

• 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-methoxyphenyl)-2-methyl-2-pentene
• 英文别名: 2,4-dimethyl-4-(4'-methoxyphenyl)-2-butene；1-Methoxy-4-(4-methylpent-3-en-2-yl)benzene
• CAS: 35029-32-4
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: OZBDARDGHDCBDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲氧基-α-甲基苯甲醇 、 叔丁醇 在 sodium hydrogen sulfate 、 silica gel 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以20%的产率得到4-(4-methoxyphenyl)-2-methyl-2-pentene
  参考文献：
  名称：

  一种新颖有效的合成取代烯烃的方法；使用NaHSO4 / SiO2对两种不同的醇进行交叉偶联。

  摘要：

  在NaHSO4 / SiO2存在下开发了简单有效的醇类交叉偶联反应，得到了相应的取代烯烃。还实现了醇和烯烃的直接偶联，得到取代的烯烃。NaHSO4 / SiO2可以循环使用7次而不会失去催化活性。

  DOI：

  10.1039/c3cc42746c

文献信息

• Transition metal promoted reactions. 38. NiCl2(dppe)-catalyzed geminal dialkylation of dithioacetals and trimethylation of ortho thioesters
  作者：Yih Ling Tzeng、Ping Fan Yang、Nai Wen Mei、Tien Min Yuan、Chun Chi Yu、Tien Yau Luh

  DOI：10.1021/jo00018a016

  日期：1991.8

  NiCl2(dppe)-catalyzed cross-coupling of cinnamaldehyde dithioacetals gave the corresponding geminal dimethylation products in excellent yields. Allylic ortho thioesters afforded regioselectively the corresponding trimethylation products. The reaction may occur via an 18-electron pi-allyl intermediate, which undergoes facile reductive elimination to afford the geminal dimethylation product. Benzylic dithioacetals having an ortho amino group gave 2-isopropylanilines exclusively. The reaction of benzylic dithioacetals with EtMgBr under the same conditions yielded geminal diethylation products.
• Molybdenum(II)-Catalyzed Allylation of Electron-Rich Aromatics and Heteroaromatics
  作者：Andrei V. Malkov、Stuart L. Davis、Ian R. Baxendale、William L. Mitchell、Pavel Kočovský

  DOI：10.1021/jo982178y

  日期：1999.4.1

  The stable, readily available molybdenum(II) complexes [Mo(CO)(4)Br-2](2) (B) and Mo(CO)(3)(MeCN)(2)(SnCl3)Cl (C) have been found to catalyze C-C bond-forming allylic substitution with electron-rich aromatics (e.g., 15 + PhOMe --> 62) and heteroaromatics (e.g., 15 + 36 --> 88) as nucleophiles under mild conditions (room temperature, 30 min-3 h). Remarkable is the para-selectivity for anisole, whereas phenol tends to favor ortho-substitution in certain instances. Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process.
• A novel efficient method for the synthesis of substituted olefins; cross coupling of two different alcohols using NaHSO4/SiO2
  作者：Tadashi Aoyama、Shuichi Koda、Yuka Takeyoshi、Tetsuhiro Ito、Toshio Takido、Mitsuo Kodomari

  DOI：10.1039/c3cc42746c

  日期：——

  Simple and efficient cross coupling of alcohols was developed in the presence of NaHSO4/SiO2 to give the corresponding substituted olefins. Direct coupling of alcohols and alkenes was also achieved to give substituted olefins. NaHSO4/SiO2 could be recycled 7 times without loss of catalytic activity.

  在NaHSO4 / SiO2存在下开发了简单有效的醇类交叉偶联反应，得到了相应的取代烯烃。还实现了醇和烯烃的直接偶联，得到取代的烯烃。NaHSO4 / SiO2可以循环使用7次而不会失去催化活性。