3-甲氧基-6-甲基-1-(3-甲基苯基)哒嗪-4-酮 | 125229-00-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲氧基-6-甲基-1-(3-甲基苯基)哒嗪-4-酮
• 中文别名: 1-[(1S,2S)-1,2-二羟基-3-环己烯-1-基]乙酮
• 英文名称: <1R*,2R*>-1-Acetyl-1,2-dihydroxycyclohex-3-ene
• 英文别名: 1-[(1R,2R)-1,2-dihydroxycyclohex-3-en-1-yl]ethanone
• CAS: 125229-00-7；125229-01-8
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: WVMXHQSQCLCXFX-SFYZADRCSA-N

物化性质

• 熔点：
  60-61 °C
• 沸点：
  275.6±40.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-甲氧基-6-甲基-1-(3-甲基苯基)哒嗪-4-酮 在 4-二甲氨基吡啶 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.03h， 生成 2-acetoxy-4-hydroxy-2-cyclohexen-1-one
  参考文献：
  名称：

  Captodative olefin 3-p-nitrobenzoyloxy-3-buten-2-one asa diels-alder ketene equivalent for the synthesisof γ-hydroxycyclohexenones

  摘要：

  A short and regioselective synthesis of gamma-hydroxycyclohexenones is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (2a) as a ketene equivalent in Diels-Alder reactions with substituted dienes. Oxidation with MCPBA of the alpha-acetylcyclohexenol derivative, obtained by hydrolysis of the cycloadducts, led to the corresponding gamma-hydroxycyclohexenones in moderate overall yields. Evidence of the mechanism is provided. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00928-x
• 作为产物：
  描述：

  <1R*,2R*>-2-Acetoxy-1-acetyl-3-cyclohexen-1-yl p-nitrobenzoate 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 3-甲氧基-6-甲基-1-(3-甲基苯基)哒嗪-4-酮
  参考文献：
  名称：

  Captodative olefin 3-p-nitrobenzoyloxy-3-buten-2-one asa diels-alder ketene equivalent for the synthesisof γ-hydroxycyclohexenones

  摘要：

  A short and regioselective synthesis of gamma-hydroxycyclohexenones is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (2a) as a ketene equivalent in Diels-Alder reactions with substituted dienes. Oxidation with MCPBA of the alpha-acetylcyclohexenol derivative, obtained by hydrolysis of the cycloadducts, led to the corresponding gamma-hydroxycyclohexenones in moderate overall yields. Evidence of the mechanism is provided. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00928-x

文献信息

• Highly selective Diels-Alder cycloadditions of captodative dienophiles 1-acetylvinyl arenecarboxylates to unsymmetrically substituted butadienes
  作者：Alicia Reyes、Raul Aguilar、Alfredo H. Munoz、Jean Christophe Zwick、Manuel Rubio、Jose Luis Escobar、Manuel Soriano、Ruben Toscano、Joaquin Tamariz

  DOI：10.1021/jo00290a039

  日期：1990.2
• REYES, ALICIA;AGUILAR, RAUL;MUNOZ, ALFREDO H.;ZWICK, JEAN-CHRISTOPHE;RUBI+, J. ORG. CHEM., 55,(1990) N, C. 1024-1034
  作者：REYES, ALICIA、AGUILAR, RAUL、MUNOZ, ALFREDO H.、ZWICK, JEAN-CHRISTOPHE、RUBI+

  DOI：——

  日期：——
• Captodative olefin 3-p-nitrobenzoyloxy-3-buten-2-one asa diels-alder ketene equivalent for the synthesisof γ-hydroxycyclohexenones
  作者：Marfa E. Ochoa、Marfa S. Arias、Raul Aguilar、Francisco Delgado、Joaquin Tamariz

  DOI：10.1016/s0040-4020(99)00928-x

  日期：1999.12

  A short and regioselective synthesis of gamma-hydroxycyclohexenones is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (2a) as a ketene equivalent in Diels-Alder reactions with substituted dienes. Oxidation with MCPBA of the alpha-acetylcyclohexenol derivative, obtained by hydrolysis of the cycloadducts, led to the corresponding gamma-hydroxycyclohexenones in moderate overall yields. Evidence of the mechanism is provided. (C) 1999 Elsevier Science Ltd. All rights reserved.