(2-methoxy-5-methylphenyl)phenylmethanone | 4072-13-3

• 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: (2-methoxy-5-methylphenyl)phenylmethanone
• 英文别名: 2-methoxy-5-methyl-benzophenone；2-Methoxy-5-methyl-benzophenon；2-methoxy-5-methylbenzophenone；(2-Methoxy-5-methylphenyl)(phenyl)methanone；(2-methoxy-5-methylphenyl)-phenylmethanone
• CAS: 4072-13-3
• 化学式: C₁₅H₁₄O₂
• mdl: MFCD09891242
• 分子量: 226.275
• InChiKey: ZSTOXXBHUBYMMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-methoxy-5-methylphenyl)phenylmethanone 在 氯化亚砜 、 1,2-bis [(2S,5S)-2,5-diphenylphospholano]ethane 1,5-cyclooctadiene rhodium(I) tetrafluoroborate 、 氢溴酸 、 氢气 、 lithium tert-butoxide 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 、 甲苯 、 乙腈 为溶剂， 112.0 ℃ 、344.75 kPa 条件下， 反应 26.0h， 生成 托特罗定
  参考文献：
  名称：

  Highly Enantioselective Hydrogenation of Styrenes Directed by 2′-Hydroxyl Groups

  摘要：

  A new synthetic strategy that turns styrene-type olefins into excellent substrates for Rh-catalyzed asymmetric hydrogenation by Installing a 2'-hydroxyl substituent is described. This methodology accommodates trisubstituted olefinic substrates in various E/Z mixtures, leading to valuable benzylic chiral compounds including (R)-tolterodine. It is also demonstrated that the 2'-hydroxyl groups could be readily removed in high yield without loss of ee from the products. Thus, this technology represents an attractive alternative to the Ir(P-N) catalyst system for the asymmetric hydrogenation of unfunctionalized olefins.

  DOI：

  10.1021/ol200422p
• 作为产物：
  描述：

  苯甲酸-4-甲基苯酯 在 三氯化铝 作用下， 生成 (2-methoxy-5-methylphenyl)phenylmethanone
  参考文献：
  名称：

  Chakravarti; Bera, Journal of the Indian Chemical Society, 1944, vol. 21, p. 109

  摘要：

  DOI：

文献信息

• A Facile Demethylation of Ortho Substituted Aryl Methyl Ethers Promoted by AlCl₃
  作者：Zhen-Ting Du、Jing Lu、Hong-Rui Yu、Yan Xu、An-Pai Li

  DOI：10.3184/030823410x12708998015900

  日期：2010.4

  An efficient and practical demethylation of ortho substituted aryl methyl ethers using AlCl3 has been developed. This method gives a high conversion, is simple to operate and is cost-effective. A mechanism involving the complexation of AlCl3 with the OMe and the adjacent electron withdrawing group is proposed. Many functional groups can be tolerated in the demethylation process, and 29 examples gave

  已经开发出使用 AlCl3 对邻位取代的芳基甲基醚进行有效和实用的去甲基化。该方法转化率高，操作简单，成本低廉。提出了一种涉及 AlCl3 与 OMe 和相邻吸电子基团络合的机制。去甲基化过程中可以容忍许多官能团，29个例子以90-98％的产率得到了去甲基化产物。
• Aluminum dodecatungstophosphate (AlPW12O40) as a non-hygroscopic Lewis acid catalyst for the efficient Friedel–Crafts acylation of aromatic compounds under solvent-less conditions
  作者：Habib Firouzabadi、Nasser Iranpoor、Farhad Nowrouzi

  DOI：10.1016/j.tet.2004.09.049

  日期：2004.11

  Stable and non-hygroscopic aluminum dodecatungstophosphate (AlPW12O40), which is prepared easily from cheap and commercially available compounds was found to be an effective catalyst for Friedel–Crafts acylation reactions using carboxylic acids, acetic anhydride and benzoyl chloride in the absence of solvent under mild reaction conditions.

  稳定且不吸湿的十二碳二磷酸铝（AlPW 12 O 40），可以容易地由廉价且可商购的化合物制备，被发现是在不存在羧酸的情况下使用羧酸，乙酸酐和苯甲酰氯进行Friedel-Crafts酰化反应的有效催化剂。在温和的反应条件下使用溶剂。
• Tf2O as a rapid and efficient promoter for the dehydrative Friedel–Crafts acylation of aromatic compounds with carboxylic acids
  作者：Mohammd Mehdi Khodaei、Abdolhamid Alizadeh、Ehsan Nazari

  DOI：10.1016/j.tetlet.2007.04.066

  日期：2007.6

  The Friedel–Crafts acylation of aromatic compounds with carboxylic acids was investigated in the presence of Tf2O. The reaction was carried out efficiently and very rapidly under mild reaction conditions without the need of any catalyst.

  在Tf 2 O存在下研究了芳族化合物与羧酸的Friedel-Crafts酰化反应。在温和的反应条件下，无需任何催化剂，即可高效，快速地进行反应。
• Solvent-free Friedel–Crafts acylation of aromatic compounds with carboxylic acids in the presence of trifluoroacetic anhydride and aluminum dodecatungstophosphate
  作者：Habib Firouzabadi、Nasser Iranpoor、Farhad Nowrouzi

  DOI：10.1016/s0040-4039(03)01199-7

  日期：2003.7

  stable and non-hygroscopic aluminum dodecatungstophosphate (AlPW12O40), was found to be an effective catalyst (3 mol%) for the solvent-free Friedel–Crafts acylation of aromatic compounds with carboxylic acids in the presence of trifluoroacetic anhydride under mild reaction conditions.

  在三氟乙酸酐存在的条件下，稳定且不吸湿的十二碳二磷酸铝（AlPW 12 O 40）是一种有效的催化剂（3 mol％），用于在三氟乙酸酐存在下，无溶剂地将芳族化合物与羧酸酰化。反应条件。
• Method for producing 3,3-diarylpropylamines
  申请人：——

  公开号：US20040034080A1

  公开（公告）日：2004-02-19

  The invention relates to a novel method for producing 3,3-diarylpropylamines of formula (I), wherein A represents a substituted or unsubstituted aryl radical, X represents H, OH or OR 3 and Y, R 1 , R 2 and R 3 have the meanings given in the description, by hydroformylation/hydrocarbonylation and subsequent reductive amination using a transition metal catalyst. 1

  本发明涉及一种新的方法，用氢甲酰化/氢羰基化和过渡金属催化剂进行还原胺化反应，制备式（I）的3,3-二芳基丙基胺，其中A代表取代或未取代的芳基基团，X代表H，OH或OR3，而Y，R1，R2和R3的含义如描述中所给。1