(E)-ethyl 4-carbomethoxy-2-chloro-4-methyl-2-pentenoate | 120780-41-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (E)-ethyl 4-carbomethoxy-2-chloro-4-methyl-2-pentenoate
• CAS: 120780-41-8
• 化学式: C₁₀H₁₅ClO₄
• 分子量: 234.68
• InChiKey: GZKMMQBJZSDMCH-VOTSOKGWSA-N

物化性质

• 沸点：
  286.3±30.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

反应信息

• 作为产物：
  描述：

  1-甲氧基-1-(三甲基甲硅氧基)-2-甲基-1-丙烯 、 丙炔酸乙酯 在 N-氯代丁二酰亚胺 、 四氯化钛 作用下， 生成 (E)-ethyl 4-carbomethoxy-2-chloro-4-methyl-2-pentenoate 、 (Z)-ethyl 4-carbomethoxy-2-chloro-4-methyl-2-pentenoate
  参考文献：
  名称：

  乙烯酮烷基甲硅烷基缩醛与丙酸乙酯的反应

  摘要：

  据报道，在不同的路易斯酸存在下，烯酮烷基甲硅烷基缩醛与丙酸乙酯的反应产生了Michaël型加成或[2 + 2]环加成。

  DOI：

  10.1016/s0040-4039(00)82368-0

文献信息

• Preparation and reactivity of the adducts of ketene alkylsilyl acetals with ethyl propiolate in the presence of titanium tetrachloride
  作者：Alain Quendo、Syed Massarat Ali、Gerard Rousseau

  DOI：10.1021/jo00051a039

  日期：1992.12

  The reaction of ketene alkylsilyl acetals with ethyl propiolate in the presence of TiCl4 led to intermediates whose reactivity was studied with electrophiles such as H2O, D2O, NBS, NCS, and PhSeCl to form glutaconate derivatives. Except in the case of the dimethylketene trimethylsilyl acetal, for which the reaction was stereospecific, with other ketene acetals the selectivity was lower. Similar results were observed in the reaction of these titanium intermediates with aldehydes and ketones. The results were interpretated as the formation of vinylic titanium intermediates (more stabilized in the case of the dimethylketene acetal) in equilibrium with the titanium allenolates.