1-[(dimethylamino)(2-fluorophenyl)methyl]-naphthalen-2-ol | 1291486-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[(dimethylamino)(2-fluorophenyl)methyl]-naphthalen-2-ol
• 英文别名: 1-[(Dimethylamino)(2-fluorophenyl)methyl]-2-naphthol；1-[dimethylamino-(2-fluorophenyl)methyl]naphthalen-2-ol
• CAS: 1291486-38-8
• 化学式: C₁₉H₁₈FNO
• 分子量: 295.356
• InChiKey: JNTFIELVHJRPAH-UHFFFAOYSA-N

物化性质

• 沸点：
  407.3±35.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  6,7-二甲氧基-3,4-二氢异喹啉 、 1-[(dimethylamino)(2-fluorophenyl)methyl]-naphthalen-2-ol 以 乙醇 为溶剂， 以56%的产率得到15-(2-fluorophenyl)-9,10-dimethoxy-12,13-dihydro-7aH,15H-naphtho[1',2':5,6][1,3]oxazino-[2,3-a]isoquinoline
  参考文献：
  名称：

  Reactions of 6,7-dimethoxy- 3,4-dihydroisoquinoline with o-quinone methides

  摘要：

  Products of heterocyclization, 9,10-dimethoxy-12,13-dihydro-7aH,15H-naphtho[1',2':5,6][1,3]oxazino[2,3-a]isoquinolines, were isolated on condensing 6,7-dimethoxy-3,4-dihydroisoquinoline with 1-dimethylaminomethyl-2-naphthols. In the case of o-hydroxybenzyl alcohols products of a Michael aza reaction, 2-[(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)methyl]phenols were obtained.

  DOI：

  10.1007/s10593-011-0845-6
• 作为产物：
  描述：

  2-氟苯甲醛 、 二甲胺 、 2-萘酚 以 乙醇 、 水 为溶剂， 反应 50.0h， 以80%的产率得到1-[(dimethylamino)(2-fluorophenyl)methyl]-naphthalen-2-ol
  参考文献：
  名称：

  New synthesis of 3-amino-1H-benzo[f]chromene-2-carbonitriles

  摘要：

  3-Amino-1H-benzo[f]chromene-2-carbonitriles were synthesized by non-catalytic reaction from Mannich bases of the naphthalene series and malononitrile. Reactive 1-benzylidene(or methylidene)naphthalen-2(1H)-ones were presumed as intermediate products.

  DOI：

  10.1134/s1070428013030147

文献信息

• Reactions of <i>o</i>-Quinone Methides with Pyridinium Methylides: A Diastereoselective Synthesis of 1,2-Dihydronaphtho[2,1-<i>b</i>]furans and 2,3-Dihydrobenzofurans
  作者：Vitaly A. Osyanin、Dmitry V. Osipov、Yuri N. Klimochkin

  DOI：10.1021/jo400621r

  日期：2013.6.7

  A simple, general route to the 1,2-dihydronaphtho[2,1-b]furans and 2,3-dihydrobenzofurans substituted at C-2 by an acyl or aryl group, starting from phenolic Mannich bases and pyridinium ylides, has been developed. The mechanism of the reaction is believed to involve the formation of the o-quinone methide intermediate, Michael-type addition of the ylide to the o-quinone methide, followed by intramolecular nucleophilic substitution.