3a,6-epoxy-3a,6,7,7a-tetrahydro-3H-benzofuran-1-one | 129993-63-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3a,6-epoxy-3a,6,7,7a-tetrahydro-3H-benzofuran-1-one
• 英文别名: 3,10-Dioxatricyclo[5.2.1.01,5]dec-8-en-4-one
• CAS: 129993-63-1
• 化学式: C₈H₈O₃
• 分子量: 152.15
• InChiKey: ALJZRWZWYXAHOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  糠基氯 在 苄基三乙基氯化铵 diatomaceous earth 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 70.0h， 生成 3a,6-epoxy-3a,6,7,7a-tetrahydro-3H-benzofuran-1-one
  参考文献：
  名称：

  铵盐在烷基化反应中。34.具有糠基的不饱和酯的合成和分子内环化

  摘要：

  DOI：

  10.1007/bf00497206

文献信息

• [EN] DIELS-ALDER REACTION WITH FURANICS TO OBTAIN AROMATICS<br/>[FR] RÉACTION DE DIELS-ALDER AVEC DES COMPOSÉS FURANIQUES POUR OBTENIR DES COMPOSÉS AROMATIQUES
  申请人：TNO

  公开号：WO2020046124A1

  公开（公告）日：2020-03-05

  The present invention is directed to the preparation of phthalic anhydride compounds and the intermediate phthalide compounds. In particular, the invention is directed to an improved bio-based route from furanic compounds to phthalic anhydride compounds by reacting furfuryl alcohol (i.e. 2-hydroxymethylfuran) or an analogue thereof having a nucleophilic atom on the 2-methyl, with a dienophile comprising an α,β-unsaturated carbonyl comprising an α'-leaving group. The inventions further involved preparation of phthalic anhydride compounds, phthalic acid compounds and reduction products of the intermediate phthalide compounds.

  本发明涉及邻苯二甲酸酐化合物和中间苯酞化合物的制备。具体来说，本发明涉及一种改进的基于生物的途径，从呋喃化合物到邻苯二甲酸酐化合物的制备方法，通过将呋喃基醇（即2-羟甲基呋喃）或具有2-甲基上带有亲核原子的类似物与含有α，β-不饱和羰基和α'-脱离基团的双烯组分反应。该发明还涉及邻苯二甲酸酐化合物、邻苯二甲酸化合物以及中间苯酞化合物的还原产物的制备。
• DIELS-ALDER REACTION WITH FURANICS TO OBTAIN AROMATICS
  申请人：Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO

  公开号：EP3663297A1

  公开（公告）日：2020-06-10

  The present invention is directed to the preparation of phthalic anhydride compounds and the intermediate phthalide compounds. In particular, the invention is directed to an improved bio-based route from furanic compounds to phthalic anhydride compounds by reacting furfuryl alcohol (i.e. 2-hydroxymethylfuran) or an analogue thereof having a nucleophilic atom on the 2-methyl, with a dienophile comprising an α,β-unsaturated carbonyl comprising an α'-leaving group. The inventions further involved preparation of phthalic anhydride compounds, phthalic acid compounds and reduction products of the intermediate phthalide compounds.

  本发明涉及邻苯二甲酸酐化合物和中间体邻苯二甲酸化合物的制备。特别是，本发明涉及一种从呋喃化合物到邻苯二甲酸酐化合物的改进的生物基路线，其方法是使糠醇(即 2-羟甲基呋喃)或其在 2-甲基上具有亲核原子的类似物与包含一个α'-离去基团的α,β-不饱和羰基的亲二烯反应。这些发明还涉及邻苯二甲酸酐化合物、邻苯二甲酸化合物和中间邻苯二甲酸化合物还原产物的制备。
• Diels-Alder reaction with furanics to obtain aromatics
  申请人：Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO

  公开号：US11384095B2

  公开（公告）日：2022-07-12

  The present invention is directed to the preparation of phthalic anhydride compounds and the intermediate phthalide compounds. In particular, the invention is directed to an improved bio-based route from furanic compounds to phthalic anhydride compounds by reacting furfuryl alcohol (i.e. 2-hydroxymethylfuran) or an analogue thereof having a nucleophilic atom on the 2-methyl, with a dienophile comprising an α,β-unsaturated carbonyl comprising an α′-leaving group. The inventions further involved preparation of phthalic anhydride compounds, phthalic acid compounds and reduction products of the intermediate phthalide compounds.

  本发明涉及邻苯二甲酸酐化合物和中间体邻苯二甲酸化合物的制备。特别是，本发明涉及一种从呋喃化合物到邻苯二甲酸酐化合物的改进的生物基路线，其方法是使糠醇(即 2-羟甲基呋喃)或其在 2-甲基上具有亲核原子的类似物与包含一个α，β-不饱和羰基的亲二烯反应，该羰基包含一个α′-离去基团。这些发明还涉及邻苯二甲酸酐化合物、邻苯二甲酸化合物和中间邻苯二甲酸化合物还原产物的制备。
• TOROSYAN, G. O.;AKOPYAN, A. A.;TOROSYAN, A. T.;BABAYAN, A. T., XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 457-459
  作者：TOROSYAN, G. O.、AKOPYAN, A. A.、TOROSYAN, A. T.、BABAYAN, A. T.

  DOI：——

  日期：——
• DIELS-ALDER RING-OPENING PROCESS
  申请人：Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO

  公开号：US20210115005A1

  公开（公告）日：2021-04-22

  The invention is directed to a process for the ring-opening of a cycloadduct obtainable from a reaction of a furanic compound and a diene, said process comprising contacting the cycloadduct with an acidic mixture comprising sulfuric acid and an activating agent to obtain a ring-opened product. The present invention is particularly directed a continuous process.