7,7-二甲基-3-(3-硝基苄基)-7,8-二氢-2H-色烯-2,5(6H)-二酮 | 1000697-54-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 7,7-二甲基-3-(3-硝基苄基)-7,8-二氢-2H-色烯-2,5(6H)-二酮
• 英文名称: 3-(3-nitrobenzyl)-7,7-dimethyl-7,8-dihydro-6H-chromene-2,5-dione
• 英文别名: 7,7-dimethyl-3-(3-nitrobenzyl)-7,8-dihydro-2H-chromene-2,5(6H)-dione；7,7-dimethyl-3-[(3-nitrophenyl)methyl]-6,8-dihydrochromene-2,5-dione
• CAS: 1000697-54-0
• 化学式: C₁₈H₁₇NO₅
• 分子量: 327.337
• InChiKey: MBRXRKKZOMSJSS-UHFFFAOYSA-N

物化性质

• 沸点：
  532.9±50.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7,7-二甲基-3-(3-硝基苄基)-7,8-二氢-2H-色烯-2,5(6H)-二酮 在 ammonium acetate 作用下， 反应 1.0h， 生成 2-hydroxy-7,7-dimethyl-3-(3-nitrobenzyl)-7,8-dihydroquinolin-5(6H)-one
  参考文献：
  名称：

  从 Morita-Baylis-Hillman 加合物醋酸盐高效合成 2-Hydroxy-7,8-dihydroquinolin-5(6H)-ones 和 7,8-Dihydroquinolin-2,5(1H,6H)-diones

  摘要：

  Morita-Baylis-合成了一系列 2-hydroxy-7,8-dihydroquinolin-5(6 H)-ones 和 7,8-dihydroquinoline-2,5(1 H,6 H)-diones-在无溶剂条件下，Hillman - 乙酸加合物、环己烷-1,3-二酮和乙酸铵或伯胺在一锅中。

  DOI：

  10.1055/s-2008-1078601
• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 2-(乙酰氧基(3-硝基苯基)甲基)丙烯酸乙酯 在 三乙胺 作用下， 反应 4.5h， 以85%的产率得到7,7-二甲基-3-(3-硝基苄基)-7,8-二氢-2H-色烯-2,5(6H)-二酮
  参考文献：
  名称：

  An efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-diones from Baylis–Hillman adduct acetates under solvent-free conditions

  摘要：

  A simple, efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-dione 4 from Baylis-Hillman adduct acetates derived from aromatic aldehydes and cyclohexane-1,3-diones under solvent-free conditions is described. Interestingly, when Baylis-Hillman adducts derived from aliphatic aldehydes were tested under the similar conditions, the unexpected stereoisomers 5 and 6 were obtained in moderate yields. A plausible mechanism for the formation of 4-6 is proposed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.003

文献信息

• An Efficient Synthesis of 2-Hydroxy-7,8-dihydroquinolin-5(6<i>H</i>)-ones and 7,8-Dihydroquinoline-2,5(1<i>H</i>,6<i>H</i>)-diones from Morita-Baylis-Hillman Adduct Acetates
  作者：Weike Su、Weihui Zhong、Fuliang Lin、Ren’er Chen

  DOI：10.1055/s-2008-1078601

  日期：2008.8

  A series of 2-hydroxy-7,8-dihydroquinolin-5(6 H)-ones and7,8-dihydroquinoline-2,5(1 H,6 H)-diones have been synthesized in goodto excellent yields from Morita-Baylis-Hillman -adductacetates, cyclohexane-1,3-diones and ammonium acetate or primaryamines in one pot under solvent-free conditions.

  Morita-Baylis-合成了一系列 2-hydroxy-7,8-dihydroquinolin-5(6 H)-ones 和 7,8-dihydroquinoline-2,5(1 H,6 H)-diones-在无溶剂条件下，Hillman - 乙酸加合物、环己烷-1,3-二酮和乙酸铵或伯胺在一锅中。
• An efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-diones from Baylis–Hillman adduct acetates under solvent-free conditions
  作者：Weihui Zhong、Yongzhi Zhao、Weike Su

  DOI：10.1016/j.tet.2008.04.003

  日期：2008.6

  A simple, efficient synthesis of 3-arylmethyl-7,8-dihydro-6H-chromene-2,5-dione 4 from Baylis-Hillman adduct acetates derived from aromatic aldehydes and cyclohexane-1,3-diones under solvent-free conditions is described. Interestingly, when Baylis-Hillman adducts derived from aliphatic aldehydes were tested under the similar conditions, the unexpected stereoisomers 5 and 6 were obtained in moderate yields. A plausible mechanism for the formation of 4-6 is proposed. (C) 2008 Elsevier Ltd. All rights reserved.