3(2H)-furanone | 114629-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3(2H)-furanone
• 英文别名: 5-Methoxycarbonylmethyl-3(2H)furanone；(4-Oxo-4,5-dihydro-furan-2-yl)-acetic acid methyl ester；methyl 2-(4-oxofuran-2-yl)acetate
• CAS: 114629-07-1
• 化学式: C₇H₈O₄
• 分子量: 156.138
• InChiKey: JKBDMSSOTXPZMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 6-chloro-3,5-dioxohexanoate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 3(2H)-furanone
  参考文献：
  名称：

  Chemo- and regio-selective synthesis of functionalized 3(2H)-furanones by the first cyclization reactions of 1,3-bis(trimethylsiloxy)buta-1,3-dienes with α-chlorocarboxylic acid chlorides

  摘要：

  1,3-双(trimethylsiloxy)丁-1,3-二烯与α-氯羧酸氯化物的反应导致选择性地形成6-氯-3,5-二酮酯，随后这些化合物又选择性地转化为功能化的3(2H)-呋喃酮。

  DOI：

  10.1039/b001529f

文献信息

• Synthesis of phenols by the intramolecular condensation of β, β' ,δ ,δ'-tetraoxoalkanedioates a novel BF3 -promoted claisen condensation of
  作者：Masahiko Yamaguchi、Keisuke Shibato、Hisataka Nakashima、Toru Minami

  DOI：10.1016/s0040-4020(01)86179-2

  日期：1988.1

  The aromatization process of β, β', δ , δ'-tetraoxoalkanedioates, which were synthesized by the BF3-promoted Claisen condensation, was examined.

  考察了由BF 3促进的克莱森缩合反应合成的β，β'，δ，δ'-四氧代链烷二酸酯的芳构化过程。
• Chemo- and regio-selective synthesis of functionalized 3(2H)-furanones by the first cyclization reactions of 1,3-bis(trimethylsiloxy)buta-1,3-dienes with α-chlorocarboxylic acid chlorides
  作者：Peter Langer、Thilo Krummel

  DOI：10.1039/b001529f

  日期：——

  Reaction of 1,3-bis(trimethylsiloxy)buta-1,3-dienes with α-chlorocarboxylic acid chlorides resulted in chemo- and regio-selective formation of 6-chloro-3,5-dioxoesters which were regioselectively converted into functionalized 3(2H)-furanones.

  1,3-双(trimethylsiloxy)丁-1,3-二烯与α-氯羧酸氯化物的反应导致选择性地形成6-氯-3,5-二酮酯，随后这些化合物又选择性地转化为功能化的3(2H)-呋喃酮。
• YAMAGUCHI, MASAHIKO;SHIBATO, KEISUKE;NAKASHIMA, HISATAKA;MINAMI, TORU, TETRAHEDRON, 44,(1988) N 15, C. 4767-4775
  作者：YAMAGUCHI, MASAHIKO、SHIBATO, KEISUKE、NAKASHIMA, HISATAKA、MINAMI, TORU

  DOI：——

  日期：——
• Chemo-, Regio-, and Stereoselective Cyclizations of 1,3-Bis(trimethylsilyloxy)-1,3-butadienes withα-Chloroacetic Acid Chlorides andα-Chloroacetic Acetals
  作者：Peter Langer、Thilo Krummel

  DOI：10.1002/1521-3765(20010417)7:8<1720::aid-chem17200>3.0.co;2-e

  日期：2001.4.17

  Treatment of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with alpha -chlorocarboxylic acid chlorides resulted in chemo- and regioselective formation of 6-chloro-3,5-dioxo esters, which were regioselectively converted into functionalised 3(2 H)furanones. Chemo- and regioselective condensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with alpha -chloroacetic dimethyl acetal afforded 6-chloro-5-methoxy-3-oxo esters, which could be regio- and stereoselectively transformed into 2-alkylidene-4-methoxytetrahydrofurans.