3-(2-chloro-6-fluorobenzyl)-7,8-dihydro-6H-chromene-2,5-dione | 1000697-70-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-chloro-6-fluorobenzyl)-7,8-dihydro-6H-chromene-2,5-dione
• 英文别名: 3-(2-chloro-6-fluorobenzyl)-7,8-dihydro-2H-chromene-2,5(6H)-dione；3-[(2-chloro-6-fluorophenyl)methyl]-7,8-dihydro-6H-chromene-2,5-dione
• CAS: 1000697-70-0
• 化学式: C₁₆H₁₂ClFO₃
• 分子量: 306.721
• InChiKey: CGWTZMBKINURMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2-(acetoxy(2-chloro-6-fluorophenyl)methyl)acrylate 、 1,3-环己二酮 在 三乙胺 作用下， 反应 3.5h， 以82%的产率得到3-(2-chloro-6-fluorobenzyl)-7,8-dihydro-6H-chromene-2,5-dione
  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 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.