1-((3-甲氧基苯氧基)甲基)-4-甲氧基苯 | 1160046-95-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-((3-甲氧基苯氧基)甲基)-4-甲氧基苯
• 英文名称: 1-((3-methoxyphenoxy)methyl)-4-methoxybenzene
• 英文别名: 1-methoxy-3-(4-methoxybenzyloxy)benzene；1-Methoxy-3-(4-methoxybenzyloxy)benzene；1-methoxy-3-[(4-methoxyphenyl)methoxy]benzene
• CAS: 1160046-95-6
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: DQTAUEQQJCKKGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-((3-甲氧基苯氧基)甲基)-4-甲氧基苯 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到5-甲氧基-2-[(4-甲氧基苯基)甲基]苯酚
  参考文献：
  名称：

  Conversion of substituted benzyl ethers to diarylmethanes. A direct synthesis of diarylbenzofurans

  摘要：

  The Lewis acid catalyzed rearrangement of substituted benzyl ethers affords diarylmethanes in good yields. One of the products was converted into a diarylbenzofuran using a benzoylation/P4-tBu cyclization protocol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.058
• 作为产物：
  描述：

  3-甲氧基苯酚 、 4-甲氧基氯苄 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以92%的产率得到1-((3-甲氧基苯氧基)甲基)-4-甲氧基苯
  参考文献：
  名称：

  Efficient Preparation and Processing of the 4-Methoxybenzyl (PMB) Group for Phenolic Protection Using Ultrasound^,

  摘要：

  Power ultrasound efficiently facilitates the rapid preparation and reaction of 4-methoxybenzyl chloride (PMB-Cl) 1 in providing protected phenolic ether intermediates for organic synthesis. Using two-phase systems in both the ultrasound-promoted preparation and reactions of PMB-Cl, typical runs produce PMB-protected products within 15 min. When compared with nonsonicated control reactions, the results demonstrate clear advantage in terms of efficiency when the protocol is applied to the mild and selective protection of various multi substituted phenols including sensitive phenolic aldehydes.

  DOI：

  10.1021/jo800577f

文献信息

• Synthetically Useful Brønsted Acid-Promoted Arylbenzyl Ether → <i>o</i>-Benzylphenol Rearrangements
  作者：Frederick A. Luzzio、Juan Chen

  DOI：10.1021/jo9007833

  日期：2009.8.7

  Camphorsulfonic acid in warm fluorobenzene facilitates the ortho rearrangement of (alkoxy-substituted) benzyl ethers of 1-(O-methyl)-2-nitroresorcinols to the corresponding o-(alkoxy-substituted) arylmethylnitrophenols. The substrate phenolic ethers are prepared by ultrasound-promoted arylmethylation of the appropriate 1-alkoxy-substituted 2-nitroresorcinol.

  温暖的氟苯中的樟脑磺酸促进了1-（O-甲基）-2-硝基间苯二酚的（烷氧基取代的）苄基醚的邻位重排为相应的o-（烷氧基取代的）芳基甲基硝基苯酚。通过超声促进合适的1-烷氧基取代的2-硝基间苯二酚的芳基甲基化来制备底物酚醚。
• Efficient Preparation and Processing of the 4-Methoxybenzyl (PMB) Group for Phenolic Protection Using Ultrasound^,
  作者：Frederick A. Luzzio、Juan Chen

  DOI：10.1021/jo800577f

  日期：2008.7.1

  Power ultrasound efficiently facilitates the rapid preparation and reaction of 4-methoxybenzyl chloride (PMB-Cl) 1 in providing protected phenolic ether intermediates for organic synthesis. Using two-phase systems in both the ultrasound-promoted preparation and reactions of PMB-Cl, typical runs produce PMB-protected products within 15 min. When compared with nonsonicated control reactions, the results demonstrate clear advantage in terms of efficiency when the protocol is applied to the mild and selective protection of various multi substituted phenols including sensitive phenolic aldehydes.
• Conversion of substituted benzyl ethers to diarylmethanes. A direct synthesis of diarylbenzofurans
  作者：George A. Kraus、Divya Chaudhary

  DOI：10.1016/j.tetlet.2012.10.058

  日期：2012.12

  The Lewis acid catalyzed rearrangement of substituted benzyl ethers affords diarylmethanes in good yields. One of the products was converted into a diarylbenzofuran using a benzoylation/P4-tBu cyclization protocol. (C) 2012 Elsevier Ltd. All rights reserved.