1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride | 62653-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: 1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
• 英文别名: 4-Methyl-3a,4,7,7a-tetrahydro-4,7-epoxy-2-benzofuran-1,3-dione；1-methyl-4,10-dioxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 62653-25-2
• 化学式: C₉H₈O₄
• mdl: MFCD00995018
• 分子量: 180.16
• InChiKey: CFLSTTHDYSASGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride 在 三氟化硼乙醚 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 4.0h， 生成 1,4-diphenylnaphthalene-2,3-dicarboxylic anhydride
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLI. Synthesis of 9,10-diphenylanthracene-2,3-dicarboxylic acid derivatives

  摘要：

  Derivatives of 9,10-diphenylanthracene-2,3-dicarboxylic acid were synthesized by the Diels-Alder reaction of 1,3-diphenylisobenzofuran with adducts of furan (or silvan) and the corresponding maleic (fumaric) acid derivative or with trans-cyclohex-4-ene-1,2-dicarbonitrile, followed by aromatization.

  DOI：

  10.1134/s107036320604027x
• 作为产物：
  描述：

  2-甲基呋喃 、 马来酸酐 以to yield 1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride的产率得到1-methyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride
  参考文献：
  名称：

  Process for the preparation of a benzene derivative

  摘要：

  一种取代苯衍生物的制备方法，包括将式(I)的呋喃衍生物与式(II)的烯烃反应，其中R为烷基，R1和R2相同或不同且独立地选自氢、—CN、—CHO和—COOR3的群，其中R3选自氢或烷基，或R1和R2一起形成—C(O)—O—(O)C—基团，但须注意R1和R2不能同时为氢，以产生一个二环醚；并脱水该二环醚以获得苯衍生物。因此获得的苯衍生物可以适当地通过氧化转化为苯甲酸化合物。

  公开号：

  US09162960B2

文献信息

• [EN] PROCESS FOR THE PREPARATION OF A BENZENE DERIVATIVE<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'UN DÉRIVÉ DE BENZÈNE
  申请人：FURANIX TECHNOLOGIES BV

  公开号：WO2013048248A1

  公开（公告）日：2013-04-04

  A substituted benzene derivative is prepared in a process, which comprises reacting a furan derivative of formula (I): wherein R is an alkyl group, with an olefin of formula (II): wherein R1 and R2 are the same or different and independently are selected from the group consisting of hydrogen, -CN, -CHO and -COOR3, wherein R3 is selected from hydrogen or an alkyl group, or R1 and R2 together form a -C(0)-0-(0)C- group, with the proviso that R1 and R2 are not both hydrogen, to produce a bicyclic ether; and dehydrating the bicyclic ether to obtain a benzene derivative. The benzene derivative thus obtained can suitably be converted to a benzene carboxylic acid compound by oxidation.

  通过将式(I)中R为烷基基团的呋喃衍生物与式(II)中R1和R2为相同或不同的烯烃反应而制备一种取代苯衍生物的过程，其中R1和R2独立地选择自氢、-CN、-CHO和-COOR3的基团，其中R3选择自氢或烷基基团，或者R1和R2一起形成一个-C(0)-O-(0)C-基团，但R1和R2不能同时为氢，从而产生一个双环醚；然后脱水双环醚以获得苯衍生物。因此获得的苯衍生物可以适当地通过氧化转化为苯羧酸化合物。
• [EN] IMPROVED PROCESS FOR THE PREPARATION OF A BENZENE COMPOUND<br/>[FR] PROCÉDÉ AMÉLIORÉ POUR LA PRÉPARATION D'UN COMPOSÉ BENZÈNE
  申请人：AVANTIUM KNOWLEDGE CENTRE BV

  公开号：WO2016099274A1

  公开（公告）日：2016-06-23

  A benzene compound is prepared in a process, which comprises (i) reacting a furan compound of formula (I): wherein R1 and R2 are the same or different and independently selected from the group consisting of hydrogen, alkyl, aralkyl, -CHO, -CH2OR3, -CH(OR4 )(OR5), -COOR6, wherein R3, R4 and R5 are the same or different and are independently selected from the group consisting of hydrogen, alkyl, aryl, alkaryl, aralkyl, alkylcarbonyl and arylcarbonyl, or wherein R4 and R5 together form an alkylene group, and wherein R6 is selected from the group consisting of hydrogen, alkyl and aryl, with an olefin of the formula (II): R7-CH=CH-R8; wherein R7 and R8 are the same or different and are independently selected from the group consisting of hydrogen, sulfonate, -CN, -CHO, and -COOR9, wherein R9 is selected from the group consisting of hydrogen, and an alkyl group, or R7 and R8 together form a –C(O)-O-(O)C- group or a –C(O)-NR10-C(O)- group, wherein R10 represents hydrogen, an aliphatic or an aromatic group, to produce an unsaturated bicyclic ether having an unsaturated carbon-carbon bond; (ii) hydrogenating the unsaturated carbon-carbon bond in the unsaturated bicyclic ether to produce a saturated bicyclic ether; and (iii) dehydrating and aromatizing the saturated bicyclic ether to produce the benzene compound.

  一种苯化合物是在一个过程中制备的，该过程包括：(i)将式(I)的呋喃化合物与式(II)的烯烃反应，其中式(I)中的R1和R2分别独立选择自氢、烷基、芳基、-CHO、-CH2OR3、-CH(OR4)(OR5)、-COOR6，其中R3、R4和R5分别独立选择自氢、烷基、芳基、烷芳基、芳基烷基、烷基羰基和芳基羰基，或者R4和R5一起形成一个烷基烃基，而R6选择自氢、烷基和芳基；式(II)中的R7和R8分别独立选择自氢、磺酸酯、-CN、-CHO和-COOR9，其中R9选择自氢和烷基，或者R7和R8一起形成一个-C(O)-O-(O)C-基团或一个-C(O)-NR10-C(O)-基团，其中R10代表氢、脂肪族或芳香族基团，以生成具有不饱和碳-碳键的不饱和双环醚；(ii)氢化不饱和双环醚中的不饱和碳-碳键，以生成饱和双环醚；(iii)脱水和芳构化饱和双环醚，以生成苯化合物。
• IMIDE-LINKED MALEIMIDE AND POLYMALEIMIDE COMPOUNDS
  申请人：Mizori Farhad G.

  公开号：US20110130485A1

  公开（公告）日：2011-06-02

  The invention is directed to maleimide thermosets incorporating imide-extended mono-, bis-, or polymaleimide compounds. These imide-extended maleimide compounds are prepared by the condensation of appropriate anhydrides with appropriate diamines to give amine terminated compounds. These compounds are then condensed with excess maleic anhydride to yield imide-extended maleimide compounds.

  这项发明涉及将咪唑烯烃热固性树脂与亚酰亚胺扩展的单、双或多咪唑烯烃化合物结合。这些亚酰亚胺扩展的咪唑烯烃化合物是通过适当的酐与适当的二胺进行缩合反应制备的，以得到末端带有胺基的化合物。然后，这些化合物与过量的马来酸酐缩合，得到亚酰亚胺扩展的咪唑烯烃化合物。
• [EN] CONTINUOUS PROCESS FOR CYCLOADDITION REACTIONS<br/>[FR] PROCÉDÉ CONTINU DE RÉACTIONS DE CYCLOADDITION
  申请人：TNO

  公开号：WO2019070123A1

  公开（公告）日：2019-04-11

  The invention is directed to a process for the continuous preparation of a cycloadduct product from the reaction of a furanic with a dienophile, comprising heating a first liquid feed stream comprising the dienophile and a solvent in which the dienophile is dissolved; providing a second liquid feed stream comprising the furanic; leading the first liquid feed stream and the second liquid feed stream into a continuous reactor to produce a product solution stream comprising the cycloadduct product; and leading the product solution stream to an product isolation zone to produce an isolated cycloadduct product. A further aspect of the invention is an apparatus for carrying out this reaction.

  本发明涉及一种连续制备环加成产物的方法，其包括将含有二烯丙基和溶解二烯丙基的溶剂的第一液体进料流加热；提供含有呋喃的第二液体进料流；将第一液体进料流和第二液体进料流引入连续反应器中，以产生含有环加成产物的产物溶液流；并将产物溶液流引入产物分离区，以产生分离的环加成产物。本发明的另一个方面是用于进行该反应的装置。
• [EN] ACIDIC ELIMINATION FOR BIO-BASED AROMATICS<br/>[FR] ÉLIMINATION ACIDE POUR DES COMPOSÉS AROMATIQUES À BASE BIOLOGIQUE
  申请人：TNO

  公开号：WO2021066658A1

  公开（公告）日：2021-04-08

  The invention is directed to a process for the preparation of an aromatic product comprising a step b) of contacting one or more intermediate compounds with a further acid to form the aromatic product. The intermediate compounds can be obtained in step a) that includes containing a 7-oxabicyclo[2.2.1]hept-2-ene core structure with an acidic mixture. The amount of acid in step b) is higher than the amount of acid in step a).

  该发明涉及一种制备芳香化合物的方法，包括步骤b)：将一种或多种中间体化合物与另一种酸接触，形成芳香化合物。中间体化合物可以在步骤a)中获得，该步骤包括将含有7-氧杂双环[2.2.1]庚-2-烯核心结构的混合物与酸性混合物接触。步骤b)中的酸量高于步骤a)中的酸量。