(2-pentyl-2,3-dihydro-1H-isoindol-4-yl)methanol | 1186422-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (2-pentyl-2,3-dihydro-1H-isoindol-4-yl)methanol
• 英文别名: (2-Pentyl-1,3-dihydroisoindol-4-yl)methanol；(2-pentyl-1,3-dihydroisoindol-4-yl)methanol
• CAS: 1186422-87-6
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: VWNRVSRUEWFHJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-pentyl-2,3-dihydro-1H-isoindol-4-yl)methanol 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 以79%的产率得到N-(1,3-dihydro-2-benzofuran-4-ylmethyl)-N-pentylaniline
  参考文献：
  名称：

  The interaction of 4-hydroxymethyl isoindolines with dehydrobenzene. Synthesis of 3-phenylaminomethyldihydrobenzo[c]furanes

  摘要：

  2-Alkyl or 2-aryl-substituted 4-hydroxymethylisoindolines smoothly undergo intramolecular recyclization through reaction with arynes to give isobenzofurans with good yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.01.022
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 1,4-二氧六环 为溶剂， 以68%的产率得到(2-pentyl-2,3-dihydro-1H-isoindol-4-yl)methanol
  参考文献：
  名称：

  A novel alkyne-induced recyclization of 4-hydroxymethyl or 4-formyl-1H-2,3-dihydroisoindoles—an effective pathway to substituted isobenzofurans

  摘要：

  2-Alkyl or 2-benzyl-substituted 4-hydroxymethyl(formyl)isoindoles readily react with electron-deficient alkynes undergoing intramolecular cyclization to produce 1-aminomethyl-substituted isobenzofurans in good yields. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.036

文献信息

• A novel alkyne-induced recyclization of 4-hydroxymethyl or 4-formyl-1H-2,3-dihydroisoindoles—an effective pathway to substituted isobenzofurans
  作者：Leonid G. Voskressensky、Larisa N. Kulikova、Alexey Kleimenov、Natalia Guranova、Tatiana N. Borisova、Alexey V. Varlamov

  DOI：10.1016/j.tetlet.2009.06.036

  日期：2009.8

  2-Alkyl or 2-benzyl-substituted 4-hydroxymethyl(formyl)isoindoles readily react with electron-deficient alkynes undergoing intramolecular cyclization to produce 1-aminomethyl-substituted isobenzofurans in good yields. (c) 2009 Elsevier Ltd. All rights reserved.
• The interaction of 4-hydroxymethyl isoindolines with dehydrobenzene. Synthesis of 3-phenylaminomethyldihydrobenzo[c]furanes
  作者：Alexey V. Varlamov、Natalia I. Guranova、Tatiana N. Borisova、Flavien A.A. Toze、Maxim V. Ovcharov、Sindi Kristancho、Leonid G. Voskressensky

  DOI：10.1016/j.tet.2015.01.022

  日期：2015.2

  2-Alkyl or 2-aryl-substituted 4-hydroxymethylisoindolines smoothly undergo intramolecular recyclization through reaction with arynes to give isobenzofurans with good yields. (C) 2015 Elsevier Ltd. All rights reserved.