3-hydroxy-N-(1-hydroxy-2-methylpropan-2-yl)naphthalene-2-carboxamide | 1609242-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-hydroxy-N-(1-hydroxy-2-methylpropan-2-yl)naphthalene-2-carboxamide
• CAS: 1609242-52-5
• 化学式: C₁₅H₁₇NO₃
• 分子量: 259.305
• InChiKey: VJOJCUFGGZWGQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-N-(1-hydroxy-2-methylpropan-2-yl)naphthalene-2-carboxamide 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到3-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)naphthalen-2-ol
  参考文献：
  名称：

  Oxorhenium(V) complexes with naphtholate-oxazoline ligands in the catalytic epoxidation of olefins

  摘要：

  Four oxorhenium(V) complexes 3a-d equipped with naphtholate-oxazoline based ligands 2a-d have been prepared and characterized by NMR, IR and mass spectroscopy as well as elemental analysis. Ligands 2a-d were prepared in a two-step procedure from commercially available starting materials. Ligands 2a-b and 2c-d are regioisomers to each other regarding the position of the -OH group and oxazoline moiety on the naphthol ring. Reaction of 2a-d with (NBu4)[ReOCl4] in methanol under reflux gave oxorhenium(V) complexes 3a-d of the type [ReOCl(L)(2)] as green solids in acceptable to good yields. The molecular structures of complexes 3b and 3d have been determined via single crystal X-ray diffraction analysis and both display a distorted octahedral geometry. Complexes 3a-d are active catalysts for the epoxidation of cyclooctene with tert-butylhydroperoxide (TBHP) showing moderate conversions between 41% and 65%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.024
• 作为产物：
  描述：

  2-羟基-3-萘甲酸 在 4-二甲氨基吡啶 、 硫酸 、 N,N'-二环己基碳二亚胺 作用下， 以 neat (no solvent) 为溶剂， 生成 3-hydroxy-N-(1-hydroxy-2-methylpropan-2-yl)naphthalene-2-carboxamide
  参考文献：
  名称：

  Oxorhenium(V) complexes with naphtholate-oxazoline ligands in the catalytic epoxidation of olefins

  摘要：

  Four oxorhenium(V) complexes 3a-d equipped with naphtholate-oxazoline based ligands 2a-d have been prepared and characterized by NMR, IR and mass spectroscopy as well as elemental analysis. Ligands 2a-d were prepared in a two-step procedure from commercially available starting materials. Ligands 2a-b and 2c-d are regioisomers to each other regarding the position of the -OH group and oxazoline moiety on the naphthol ring. Reaction of 2a-d with (NBu4)[ReOCl4] in methanol under reflux gave oxorhenium(V) complexes 3a-d of the type [ReOCl(L)(2)] as green solids in acceptable to good yields. The molecular structures of complexes 3b and 3d have been determined via single crystal X-ray diffraction analysis and both display a distorted octahedral geometry. Complexes 3a-d are active catalysts for the epoxidation of cyclooctene with tert-butylhydroperoxide (TBHP) showing moderate conversions between 41% and 65%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.03.024