4,4-Dimethyl-2-(2-vinyl-phenyl)-4,5-dihydro-oxazole | 73621-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4-Dimethyl-2-(2-vinyl-phenyl)-4,5-dihydro-oxazole
• 英文别名: 2-Vinylphenyl-4,4-dimethyl-2-oxazoline；2-(2-ethenylphenyl)-4,4-dimethyl-5H-1,3-oxazole
• CAS: 73621-23-5
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: BTTRHJXHSVXTSF-UHFFFAOYSA-N

物化性质

• 沸点：
  310.1±21.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-Dimethyl-2-(2-vinyl-phenyl)-4,5-dihydro-oxazole 在 韦德伊斯试剂 、 草酸 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 13.0h， 生成 3-丁基-1(3H)-异苯并呋喃酮
  参考文献：
  名称：

  1,6-conjugate addition to o-vinylphenyloxazolines. Syntheses of chuangxinol and 3-n-butylphthalide

  摘要：

  Phtalhides are prepared from o-vinylphenyloxazolines in one pot reaction by 1,6-conjugate addition of alkyllithium and trapping or the benzylic anion with MoOPH, followed by hydrolysis with aqueous oxalic acid. This method was applied to the syntheses of two natural products: chuangxinol and 3-n-butylphthalide. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00914-9
• 作为产物：
  描述：

  2-(2-甲氧基苯基)-4,4-二甲基-2-噁唑啉 、 alkaline earth salt of/the/ methylsulfuric acid 以90%的产率得到4,4-Dimethyl-2-(2-vinyl-phenyl)-4,5-dihydro-oxazole
  参考文献：
  名称：

  Wilson, Stephen R.; Mao, David T.; Khatri, Hiralal N., Synthetic Communications, 1980, vol. 10, # 1, p. 17 - 24

  摘要：

  DOI：

文献信息

• Synthesis of β-phenylethylamines from styrene derivatives
  作者：Julio A. Seijas、M.Pilar Vázquez-Tato、César Entenza、M. Montserrat Martínez、M.Gabriela Ònega、Susana Veiga

  DOI：10.1016/s0040-4039(98)00907-1

  日期：1998.7

  β-Phenylethylamines are prepared from the styrene derivatives: 4,4-dimethyl-2-(2-vinylphenyl)-2-oxazoline, 2-(3-methoxy-2-vinylphenyl)-4,4-dimethyl-2-oxazoline, 2-vinylbenzoic acid, styrene, (3-methylstyrene, and α-methylstyrene.

  β-苯基乙胺由苯乙烯衍生物制备：4,4-二甲基-2-（2-乙烯基苯基）-2-恶唑啉，2-（3-甲氧基-2-乙烯基苯基）-4,4-二甲基-2-恶唑啉， 2-乙烯基苯甲酸，苯乙烯，（3-甲基苯乙烯和α-甲基苯乙烯。
• Tandem carbolithiation/cyclization of 2-(3-phenyl-2-propen-1-yl) oxazolines. A novel route to cyclobutane derivatives
  作者：Ralph P. Robinson、Brian J. Cronin、Brian P. Jones

  DOI：10.1016/s0040-4039(97)10298-2

  日期：1997.12

  Reaction of the 2-(3-phenyl-2-propen-1-yl) oxazolines 1 and 3 with organolithium reagents leads to cyclobutane ring formation by a novel tandem carbolithiation/cyclization sequence. The products (e.g., 2a and 4a) may be hydrolyzed to the corresponding substituted cyclobutanones (e.g., 7 and 8). (C) 1997 Elsevier Science Ltd.
• Reactivity of o-styryloxazolines with nucleophiles
  作者：Julio A. Seijas、M. Pilar Vazquez-Tato、Luis Castedo、Ramon J. Estevez、Maria Ruiz

  DOI：10.1021/jo00046a004

  日期：1992.9

  The reaction of o-styryl oxazolines with organollithium reagents leads to conjugated addition to the exocyclic double bond in very good yields.
• Wilson, Stephen R.; Mao, David T.; Khatri, Hiralal N., Synthetic Communications, 1980, vol. 10, # 1, p. 17 - 24
  作者：Wilson, Stephen R.、Mao, David T.、Khatri, Hiralal N.

  DOI：——

  日期：——
• 1,6-conjugate addition to o-vinylphenyloxazolines. Syntheses of chuangxinol and 3-n-butylphthalide
  作者：M.Montserrat Martínez、M. Gabriela Ónega、M. Fe Tellado、Julio A. Seijas、M. Pilar Vázquez-Tato

  DOI：10.1016/s0040-4020(97)00914-9

  日期：1997.10

  Phtalhides are prepared from o-vinylphenyloxazolines in one pot reaction by 1,6-conjugate addition of alkyllithium and trapping or the benzylic anion with MoOPH, followed by hydrolysis with aqueous oxalic acid. This method was applied to the syntheses of two natural products: chuangxinol and 3-n-butylphthalide. (C) 1997 Elsevier Science Ltd.