4-Methyl-1-phenylmethoxy-2-prop-2-enylbenzene | 110723-56-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Methyl-1-phenylmethoxy-2-prop-2-enylbenzene
• 英文别名: 4-methyl-1-phenylmethoxy-2-prop-2-enylbenzene
• CAS: 110723-56-3
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: QDOOYXCWIAHBMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Methyl-1-phenylmethoxy-2-prop-2-enylbenzene 在 palladium on activated charcoal 、 三乙胺 氢气 、 edetate disodium 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 、 乙腈 为溶剂， 反应 13.3h， 生成 (+/-)-5-methyl-2-hydroxymethyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  A new synthetic approach to enantiomerically enriched dihydrobenzofurans: use of a hydrolytic kinetic resolution and an intramolecular epoxide ring opening protocol using 1-benzyloxy-2-oxiranylmethylbenzenes

  摘要：

  A novel approach towards the preparation of racemic 1-benzyloxy-2-oxiranylmethylbenzenes using dimethyldioxirane and their hydrolytic kinetic resolution using (R,R)(Salen)Co(III)(OAc) (Jacobsen's catalyst) to afford the (R)-epoxides and (S)1,2-diols. enantioselectively, is described. The (R)-1-benzyloxy-2-oxiranylmethylbenzenes were then cyclized via an intramolecular epoxide opening reaction to give (S)-2-hydroxymethyl-2,3-dihydrobenzofurans. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.04.120
• 作为产物：
  描述：

  溴甲苯 、 2-烯丙基-4-甲基苯酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 生成 4-Methyl-1-phenylmethoxy-2-prop-2-enylbenzene
  参考文献：
  名称：

  A new synthetic approach to enantiomerically enriched dihydrobenzofurans: use of a hydrolytic kinetic resolution and an intramolecular epoxide ring opening protocol using 1-benzyloxy-2-oxiranylmethylbenzenes

  摘要：

  A novel approach towards the preparation of racemic 1-benzyloxy-2-oxiranylmethylbenzenes using dimethyldioxirane and their hydrolytic kinetic resolution using (R,R)(Salen)Co(III)(OAc) (Jacobsen's catalyst) to afford the (R)-epoxides and (S)1,2-diols. enantioselectively, is described. The (R)-1-benzyloxy-2-oxiranylmethylbenzenes were then cyclized via an intramolecular epoxide opening reaction to give (S)-2-hydroxymethyl-2,3-dihydrobenzofurans. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.04.120

文献信息

• A new synthetic approach to enantiomerically enriched dihydrobenzofurans: use of a hydrolytic kinetic resolution and an intramolecular epoxide ring opening protocol using 1-benzyloxy-2-oxiranylmethylbenzenes
  作者：Umadevi Bhoga

  DOI：10.1016/j.tetlet.2005.04.120

  日期：2005.8

  A novel approach towards the preparation of racemic 1-benzyloxy-2-oxiranylmethylbenzenes using dimethyldioxirane and their hydrolytic kinetic resolution using (R,R)(Salen)Co(III)(OAc) (Jacobsen's catalyst) to afford the (R)-epoxides and (S)1,2-diols. enantioselectively, is described. The (R)-1-benzyloxy-2-oxiranylmethylbenzenes were then cyclized via an intramolecular epoxide opening reaction to give (S)-2-hydroxymethyl-2,3-dihydrobenzofurans. (c) 2005 Published by Elsevier Ltd.