3-methyl-2-butenyl 3-hydroxy-2-naphthoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-methyl-2-butenyl 3-hydroxy-2-naphthoate
• 英文别名: 3-Methyl-2-butenyl 3-hydroxy-2-naphthoate；3-methylbut-2-enyl 3-hydroxynaphthalene-2-carboxylate
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: AKTNUICHOBWTCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(3-Methyl-but-2-enyloxy)-naphthalene-2-carboxylic acid 3-methyl-but-2-enyl ester 在 sodium tetrahydroborate 、 氯化锆(IV) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到3-methyl-2-butenyl 3-hydroxy-2-naphthoate
  参考文献：
  名称：

  Highly efficient and chemoselective cleavage of prenyl ethers using ZrCl4/NaBH4

  摘要：

  An efficient and chemoselective deprotection of prenyl ethers of phenols and alcohols with ZrCl4/NaBH4 in DCM was achieved in high yields. The selectivity of prenyl ether deprotection is well demonstrated by carrying out the reaction in the presence of several other ether and ester functionalities. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00330-7

文献信息

• Synthesis of alkenyl 3-hydroxy-2-naphthoates
  作者：N. D. Zubareva、L. F. Godunova、D. V. Kurilov、I. V. Razmanov、E. I. Klabunovskii、A. Yu. Stakheev、L. M. Kustov

  DOI：10.1134/s0036024416120360

  日期：2016.12

  Esterification of 3-hydroxy-2-naphthoic acid with homologous primary and secondary alkenyl alcohols with different chain lengths in the presence of N,N'-carbonyldiimidazole (CDI) and 1,8-diazabicyclo[ 5.4.0]undec-7-ene (DBU) in N,N-dimethylformamide gave the corresponding esters.
• Highly efficient and chemoselective cleavage of prenyl ethers using ZrCl4/NaBH4
  作者：K Suresh Babu、B China Raju、P.V Srinivas、J Madhusudana Rao

  DOI：10.1016/s0040-4039(03)00330-7

  日期：2003.3

  An efficient and chemoselective deprotection of prenyl ethers of phenols and alcohols with ZrCl4/NaBH4 in DCM was achieved in high yields. The selectivity of prenyl ether deprotection is well demonstrated by carrying out the reaction in the presence of several other ether and ester functionalities. (C) 2003 Elsevier Science Ltd. All rights reserved.