methyl 3-methylene-1-methyl-2-oxocyclohexanecarboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 3-methylene-1-methyl-2-oxocyclohexanecarboxylate
• 英文别名: Methyl 1-methyl-3-methylidene-2-oxocyclohexane-1-carboxylate
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: NOTBRYPPIFERRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 1-methyl-2-oxocyclohexanecarboxylate 、 二溴甲烷 在 二乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以85%的产率得到methyl 3-methylene-1-methyl-2-oxocyclohexanecarboxylate
  参考文献：
  名称：

  Dibromomethane as one-carbon source in organic synthesis: microwave-accelerated α-methylenation of ketones with dibromomethane and diethylamine

  摘要：

  The reactivity of aryl alkyl ketone with a preheated mixture of dibromomethane and diethylamine is poor and gives an alpha-methylenation product in very low yield even under refluxing condition. It can be accelerated dramatically by microwave irradiation. Under microwave condition, the cyclic 1,3-dicarbonyls, aryl alkyl ketones, heteroaryl alkyl ketones and acyclic benzyl ketone give alpha-methylenation products in modest to good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00080-2

文献信息

• Dibromomethane as one-carbon source in organic synthesis: microwave-accelerated α-methylenation of ketones with dibromomethane and diethylamine
  作者：Yung-Son Hon、Tzyy-Rong Hsu、Chun-Yan Chen、Yi-Hui Lin、Fong-Jong Chang、Cheng-Han Hsieh、Ping-Hui Szu

  DOI：10.1016/s0040-4020(03)00080-2

  日期：2003.2

  The reactivity of aryl alkyl ketone with a preheated mixture of dibromomethane and diethylamine is poor and gives an alpha-methylenation product in very low yield even under refluxing condition. It can be accelerated dramatically by microwave irradiation. Under microwave condition, the cyclic 1,3-dicarbonyls, aryl alkyl ketones, heteroaryl alkyl ketones and acyclic benzyl ketone give alpha-methylenation products in modest to good yields. (C) 2003 Elsevier Science Ltd. All rights reserved.