Ethyl 2-[2-(oxan-2-yloxy)ethyl]-3-oxobutanoate | 156760-77-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Ethyl 2-[2-(oxan-2-yloxy)ethyl]-3-oxobutanoate
• CAS: 156760-77-9
• 化学式: C₁₃H₂₂O₅
• 分子量: 258.315
• InChiKey: SLQGHMHVHCPUJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[2-(oxan-2-yloxy)ethyl]-3-oxobutanoate 、 间苯二酚 在 cerium(III) chloride heptahydrate 作用下， 以56.8%的产率得到ocimarin
  参考文献：
  名称：

  First total synthesis of ocimarin

  摘要：

  A facile approach for the first synthesis of ocimarin, naturally occurring coumarins, was developed by employing a cerium (III) chloride heptahydrate-catalyzed Pechmann condensation of phenols and beta-keto esters in a solvent-free system as key step, by which ocimarin was achieved by three steps starting from acetylacetic ether and resorcinol with total yield 23.2%. All structures of new compounds were confirmed by IR, (1)H NMR and MS. (C) 2010 Jin Hui Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.04.038
• 作为产物：
  描述：

  2-(2-溴乙氧基)四氢吡喃 、 乙酰乙酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以40.3%的产率得到Ethyl 2-[2-(oxan-2-yloxy)ethyl]-3-oxobutanoate
  参考文献：
  名称：

  First total synthesis of ocimarin

  摘要：

  A facile approach for the first synthesis of ocimarin, naturally occurring coumarins, was developed by employing a cerium (III) chloride heptahydrate-catalyzed Pechmann condensation of phenols and beta-keto esters in a solvent-free system as key step, by which ocimarin was achieved by three steps starting from acetylacetic ether and resorcinol with total yield 23.2%. All structures of new compounds were confirmed by IR, (1)H NMR and MS. (C) 2010 Jin Hui Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.04.038

文献信息

• Hexahydrobenzofurane und Hexahydrochromene - Verfahren zur Herstellung und ihre Verwendung als Duftstoffe
  申请人：Symrise AG

  公开号：EP3026048A1

  公开（公告）日：2016-06-01

  Die Erfindung betrifft neue Verbindungen der Formel mit R = -methyl oder ethyl, R1=-H, -methyl, ethyl, O-methyl oder O-ethyl und X= -CH2- oder -CH2-CH2-, deren Verwendung als Duftstoffe, bevorzugte Mischungen, Konsumgüter enthaltend diese Verbindungen und deren Herstellung.

  本发明涉及式如下的新化合物 式中 R＝-甲基或乙基、 R1＝-H、-甲基、乙基、O-甲基或 O-乙基，以及 X=-CH2-或-CH2-CH2-、 它们作为香料的用途、优选混合物、含有这些化合物的消费品及其制备方法。
• [DE] HEXAHYDROBENZOFURANE UND HEXAHYDROCHROMENE - VERFAHREN ZUR HERSTELLUNG UND IHRE VERWENDUNG ALS DUFTSTOFFE<br/>[EN] HEXAHYDROBENZOFURANES AND HEXAHYDROCHROMENES, METHOD FOR THE PRODUCTION THEREFOR AND USE THEREOF AS FRAGRANCE PRODUCTS<br/>[FR] HEXAHYDROBENZOFURANES ET HEXAHYDROCHROMÈNES, PROCÉDÉ DE PRÉPARATION ET UTILISATION ASSOCIÉS COMME FRAGRANCES
  申请人：SYMRISE AG

  公开号：WO2016083372A1

  公开（公告）日：2016-06-02

  Die Erfindung betrifft neue Verbindungen der Formel (I) mit R = -methyl oder ethyl, R1= -H, -methyl, ethyl, O-methyl oder O-ethyl und X= -CH2- oder –CH2-CH2-, deren Verwendung als Duftstoffe, bevorzugte Mischungen, Konsumgüter enthaltend diese Verbindungen und deren Herstellung.
• First total synthesis of ocimarin
  作者：Jin Hui Yang、Yun Feng Li、Cong Bin Ji、Shi Zhi Jiang、Wan Yi Liu

  DOI：10.1016/j.cclet.2010.04.038

  日期：2010.10

  A facile approach for the first synthesis of ocimarin, naturally occurring coumarins, was developed by employing a cerium (III) chloride heptahydrate-catalyzed Pechmann condensation of phenols and beta-keto esters in a solvent-free system as key step, by which ocimarin was achieved by three steps starting from acetylacetic ether and resorcinol with total yield 23.2%. All structures of new compounds were confirmed by IR, (1)H NMR and MS. (C) 2010 Jin Hui Yang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.