4-benzyl-2-tetralone | 133496-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 4-benzyl-2-tetralone
• 英文别名: 4-benzyl-3,4-dihydro-2(1H)-naphthalenone；4-benzyl-3,4-dihydro-1H-naphthalen-2-one
• CAS: 133496-93-2
• 化学式: C₁₇H₁₆O
• 分子量: 236.313
• InChiKey: HXNHEWKHSINPLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-benzyl-2-tetralone 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 23.17h， 生成 2,3:6,7-dibenzobicyclo<3.2.2>nona-2,6-diene
  参考文献：
  名称：

  Cyclialkylation studies. 3. Acid-catalyzed cyclodehydration of some benzyltetralols, with and without rearrangement, to yield tetracyclic hydrocarbons

  摘要：

  Acid-catalyzed cyclodehydration of some benzyltetralols has been used to prepare tetracyclic hydrocarbons as synthons for compounds of potential pharmacological value. Upon treatment with sulfuric acid at 25 or 40-degrees-C, 4-benzyl-2-tetralol (15) gave a 70:30 mixture of 2,3:6,7-dibenzobicyclo[3.2.2]nona-2,6-diene (7) and 2,3:6,7-dibenzobicyclo[3.3.1]nona-2,6-diene (8). Reaction of 15 with p-toluenesulfonic acid in refluxing cyclohexane solution gave the same two products (7 and 8) as well as a small amount of 1-benzyl-1,2-dihydronaphthalene (16). Treatment of either 15 or 16 with AlCl3 gave only 8. Treatment of 1-benzyl-2-tetralol (17) with AlCl3 also gave 8. The mechanism of formation of 7 and 8 from 15 and 16 is discussed.

  DOI：

  10.1021/jo00009a013
• 作为产物：
  描述：

  4-benzyl-1-tetralol 在 硫酸 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 苯 为溶剂， 反应 5.5h， 生成 4-benzyl-2-tetralone
  参考文献：
  名称：

  烯丙基苯的酰化/环烷基化：4-苄基-2-四氢萘酮的新合成#

  摘要：

  摘要 描述了一种由烯丙基苯和苯乙酰氯合成 4-苄基-2-四氢萘酮的新方法。

  DOI：

  10.1080/00397919108016760

文献信息

• PRASAD, RAMANUJAM S.;ROBERTS, ROYSTON M., SYNTH. COMMUN., 21,(1991) N, C. 385-393
  作者：PRASAD, RAMANUJAM S.、ROBERTS, ROYSTON M.

  DOI：——

  日期：——
• PRASAD, RAMANUJAM S.;ROBERTS, ROYSTON M., J. ORG. CHEM., 56,(1991) N, C. 2998-3000
  作者：PRASAD, RAMANUJAM S.、ROBERTS, ROYSTON M.

  DOI：——

  日期：——
• Cyclialkylation studies. 3. Acid-catalyzed cyclodehydration of some benzyltetralols, with and without rearrangement, to yield tetracyclic hydrocarbons
  作者：Ramanujam S. Prasad、Royston M. Roberts

  DOI：10.1021/jo00009a013

  日期：1991.4

  Acid-catalyzed cyclodehydration of some benzyltetralols has been used to prepare tetracyclic hydrocarbons as synthons for compounds of potential pharmacological value. Upon treatment with sulfuric acid at 25 or 40-degrees-C, 4-benzyl-2-tetralol (15) gave a 70:30 mixture of 2,3:6,7-dibenzobicyclo[3.2.2]nona-2,6-diene (7) and 2,3:6,7-dibenzobicyclo[3.3.1]nona-2,6-diene (8). Reaction of 15 with p-toluenesulfonic acid in refluxing cyclohexane solution gave the same two products (7 and 8) as well as a small amount of 1-benzyl-1,2-dihydronaphthalene (16). Treatment of either 15 or 16 with AlCl3 gave only 8. Treatment of 1-benzyl-2-tetralol (17) with AlCl3 also gave 8. The mechanism of formation of 7 and 8 from 15 and 16 is discussed.
• Acylation/Cyclialkylation of Allylbenzene: A Novel Synthesis of 4-Benzyl-2-Tetralone#
  作者：Ramanujam S. Prasad、Royston M. Roberts

  DOI：10.1080/00397919108016760

  日期：1991.2

  Abstract A novel synthesis of 4-benzyl-2-tetralone from allylbenzene and phenylacetyl chloride is described.

  摘要 描述了一种由烯丙基苯和苯乙酰氯合成 4-苄基-2-四氢萘酮的新方法。