4-methyl-2-phenylnaphthalen-1-ol | 120413-80-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-methyl-2-phenylnaphthalen-1-ol
• CAS: 120413-80-1
• 化学式: C₁₇H₁₄O
• 分子量: 234.298
• InChiKey: JBHHBGCEZPBDBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-benzylidene-3-methyl-2,3-dihydro-1H-indene 在 sodium hypochlorite 、 四氧化锇 、 2,2,6,6-四甲基哌啶氧化物 、 十二/十四烷基二甲基氧化胺 、 水 、 sodium methylate 、 碳酸氢钠 、 对甲苯磺酸 、 potassium bromide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 甲苯 、 叔丁醇 为溶剂， 反应 22.75h， 生成 4-methyl-2-phenylnaphthalen-1-ol
  参考文献：
  名称：

  Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton

  摘要：

  Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-alpha-tetralone derivative, which was an alpha-keto rearrangement product. Each substituted 2-hydroxy-alpha-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.103

文献信息

• Rh-Catalyzed [4 + 2] Carbocyclization of Vinylarylaldehydes with Alkenes and Alkynes Leading to Substituted Tetralones and 1-Naphthols
  作者：Ken Tanaka、Daiki Hojo、Takeaki Shoji、Yuji Hagiwara、Masao Hirano

  DOI：10.1021/ol0704587

  日期：2007.5.1

  Regio-, diastereo-, and enantioselective intermolecular [4 + 2] carbocyclizations of vinylarylaldehydes with alkenes and alkynes leading to substituted tetralones and 1-naphthols have been developed by using a cationic rhodium(I)/dppb or dppp complex as a catalyst.

  通过使用阳离子铑（I）/ dppb或dppp络合物作为催化剂，已开发出乙烯基芳基醛与烯烃和炔烃的区域，非对映体和对映选择性分子间[4 + 2]碳环化反应，从而产生取代的四氢萘酮和1-萘酚。
• Competitive Dienone-Phenol Type Rearrangements for the RegioselectivePreparation of 2,4-Disubstituted-Naphth-1-ols
  作者：Jeffrey A. Dodge、A.Richard Chamberlin

  DOI：10.1016/s0040-4039(00)80619-x

  日期：1988.1

  The regioselective preparation of 2,4-substituted-naphth-1-ols via a variant of the dienone-phenol rearrangement is described.

  描述了通过二烯酮-苯酚重排的变体的2,4-取代的萘-1-醇的区域选择性制备。
• DODGE, JEFFREY A.;CHAMBERLIN, A. RICHARD, TETRAHEDRON LETT., 29,(1988) N 38, C. 4827-4830
  作者：DODGE, JEFFREY A.、CHAMBERLIN, A. RICHARD

  DOI：——

  日期：——
• Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton
  作者：Te-Fang Yang、Kuan-Yu Wang、Hsuan-Wei Li、Yang-Chan Tseng、Tai-Chen Lien

  DOI：10.1016/j.tetlet.2011.11.103

  日期：2012.2

  Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-alpha-tetralone derivative, which was an alpha-keto rearrangement product. Each substituted 2-hydroxy-alpha-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative. (C) 2011 Elsevier Ltd. All rights reserved.