methyl 4-methoxy-2-(4-methoxyphenyl)ethynylbenzoate | 475630-80-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-methoxy-2-(4-methoxyphenyl)ethynylbenzoate
• 英文别名: Methyl 4-methoxy-2-[2-(4-methoxyphenyl)ethynyl]benzoate；methyl 4-methoxy-2-[2-(4-methoxyphenyl)ethynyl]benzoate
• CAS: 475630-80-9
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: WOTUQFJDQILYPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-methoxy-2-(4-methoxyphenyl)ethynylbenzoate 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 生成 4-methoxy-2-(4-methoxyphenyl)ethynylbenzoic acid
  参考文献：
  名称：

  New procedures for the selective synthesis of 2(2H)-pyranone derivatives and 3-aryl-4-iodoisocoumarins

  摘要：

  5-Iodo-2(2H)-pyranone derivatives have been selectively synthesized by reaction of stereodefined methyl 2-en-4-ynoates with iodine in MeCN, CH2Cl2 or C6H6 at 20degreesC (Method C) or by treatment of these esters with ICl in CH2Cl2 at 20degreesC (Method B). Methods B and C proved also to be suitable for the preparation of 3-aryl-4-iodoisocoumarins from the corresponding methyl 2-(arylethynyl)benzoates. Interestingly, the high selectivity of iodolactonization of stereodefined methyl 2-en-4-ynoates by Method B allowed preparation in moderate yields of 2(2H)-pyranone derivatives by a one-pot sequence of iodolactonization and Stille-type reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00469-6
• 作为产物：
  描述：

  4-甲氧基水杨酸甲酯 在 Grignard reagent 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 methyl 4-methoxy-2-(4-methoxyphenyl)ethynylbenzoate
  参考文献：
  名称：

  New procedures for the selective synthesis of 2(2H)-pyranone derivatives and 3-aryl-4-iodoisocoumarins

  摘要：

  5-Iodo-2(2H)-pyranone derivatives have been selectively synthesized by reaction of stereodefined methyl 2-en-4-ynoates with iodine in MeCN, CH2Cl2 or C6H6 at 20degreesC (Method C) or by treatment of these esters with ICl in CH2Cl2 at 20degreesC (Method B). Methods B and C proved also to be suitable for the preparation of 3-aryl-4-iodoisocoumarins from the corresponding methyl 2-(arylethynyl)benzoates. Interestingly, the high selectivity of iodolactonization of stereodefined methyl 2-en-4-ynoates by Method B allowed preparation in moderate yields of 2(2H)-pyranone derivatives by a one-pot sequence of iodolactonization and Stille-type reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00469-6

文献信息

• New procedures for the selective synthesis of 2(2H)-pyranone derivatives and 3-aryl-4-iodoisocoumarins
  作者：Matteo Biagetti、Fabio Bellina、Adriano Carpita、Paolo Stabile、Renzo Rossi

  DOI：10.1016/s0040-4020(02)00469-6

  日期：2002.6

  5-Iodo-2(2H)-pyranone derivatives have been selectively synthesized by reaction of stereodefined methyl 2-en-4-ynoates with iodine in MeCN, CH2Cl2 or C6H6 at 20degreesC (Method C) or by treatment of these esters with ICl in CH2Cl2 at 20degreesC (Method B). Methods B and C proved also to be suitable for the preparation of 3-aryl-4-iodoisocoumarins from the corresponding methyl 2-(arylethynyl)benzoates. Interestingly, the high selectivity of iodolactonization of stereodefined methyl 2-en-4-ynoates by Method B allowed preparation in moderate yields of 2(2H)-pyranone derivatives by a one-pot sequence of iodolactonization and Stille-type reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.