4-(3-fluorophenyl)tetralen-2-ol phenylacetate | 1187323-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(3-fluorophenyl)tetralen-2-ol phenylacetate
• 英文别名: [4-(3-Fluorophenyl)-3,4-dihydronaphthalen-2-yl] 2-phenylacetate；[4-(3-fluorophenyl)-3,4-dihydronaphthalen-2-yl] 2-phenylacetate
• CAS: 1187323-10-9
• 化学式: C₂₄H₁₉FO₂
• 分子量: 358.412
• InChiKey: IGSLBUMZTUJQMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙酸 、 3-氟苯乙烯 在 三氟乙酸酐 作用下， 反应 0.58h， 以42%的产率得到4-(3-fluorophenyl)-3,4-dihydronaphthalen-2(1H)-one
  参考文献：
  名称：

  New approach to 4-phenyl-β-aminotetralin from 4-(3-halophenyl)tetralen-2-ol phenylacetate

  摘要：

  Mixed trifluoroacetyl phenylacetyl anhydride and 3-halostyrenes (fluoro, chloro, and bromo) or vinylcycloalkanes (cyclohexyl and cyclooctyl), undergo cascade Friedel-Crafts cycli-acylalkylation. enolization, and O-acylation to give 4-substituted tetralen-2-ol phenylacetates, Without additional solvent in good yields. Base alcoholysis of 4-phenyltetralen-2-ol phenyl acetate reveals the tetral-2-one for asymmetric transfer hydrogenation. Bromophenyltetralen-2-ol phenylacetate undergoes Suzuki coupling, and provides a short route to trans-4-phenyl-beta-aminotetralin. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.099

文献信息

• New approach to 4-phenyl-β-aminotetralin from 4-(3-halophenyl)tetralen-2-ol phenylacetate
  作者：Adam S. Vincek、Raymond G. Booth

  DOI：10.1016/j.tetlet.2009.06.099

  日期：2009.9

  Mixed trifluoroacetyl phenylacetyl anhydride and 3-halostyrenes (fluoro, chloro, and bromo) or vinylcycloalkanes (cyclohexyl and cyclooctyl), undergo cascade Friedel-Crafts cycli-acylalkylation. enolization, and O-acylation to give 4-substituted tetralen-2-ol phenylacetates, Without additional solvent in good yields. Base alcoholysis of 4-phenyltetralen-2-ol phenyl acetate reveals the tetral-2-one for asymmetric transfer hydrogenation. Bromophenyltetralen-2-ol phenylacetate undergoes Suzuki coupling, and provides a short route to trans-4-phenyl-beta-aminotetralin. (C) 2009 Elsevier Ltd. All rights reserved.