2-methylenecyclohexanespiro-4'-oxetan-2'-one | 77192-34-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2-methylenecyclohexanespiro-4'-oxetan-2'-one
• 英文别名: 5-Methylidene-2-oxaspiro[3.5]nonan-3-one
• CAS: 77192-34-8
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: CMTDQQMDTPMXCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methylenecyclohexanespiro-4'-oxetan-2'-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以47%的产率得到1,1-bis(hydroxymethyl)-2-methylenecyclohexane
  参考文献：
  名称：

  通过三羰基铁-内酯配合物制备内酯

  摘要：

  通过五羰基铁的处理，已经从乙烯基环氧乙烷中制备了许多三羰基铁-内酯配合物。在某些情况下，两个η 3 -烯丙基配合物进行了从单一乙烯基环氧乙烷分离。硝酸铈（IV）铵在乙腈中对络合物的氧化主要导致β-内酯。初始配合物的立体化学完整性反映在氧化产物的形成中。用氢化铝锂还原这些产物得到预期的二醇。

  DOI：

  10.1039/p19810000270
• 作为产物：
  描述：

  1,2-二甲撑环己烷 在 过氧乙酸 、 五羰基铁 、 ammonium cerium(IV) nitrate 、 sodium acetate 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-methylenecyclohexanespiro-4'-oxetan-2'-one
  参考文献：
  名称：

  通过三羰基铁-内酯配合物制备内酯

  摘要：

  通过五羰基铁的处理，已经从乙烯基环氧乙烷中制备了许多三羰基铁-内酯配合物。在某些情况下，两个η 3 -烯丙基配合物进行了从单一乙烯基环氧乙烷分离。硝酸铈（IV）铵在乙腈中对络合物的氧化主要导致β-内酯。初始配合物的立体化学完整性反映在氧化产物的形成中。用氢化铝锂还原这些产物得到预期的二醇。

  DOI：

  10.1039/p19810000270

文献信息

• Acrylonitrile Derivatives from Epoxide and Carbon Monoxide Reagents
  申请人：Novomer, Inc.

  公开号：US20190002400A1

  公开（公告）日：2019-01-03

  The present invention is directed to reactor systems and processes for producing acrylonitrile and acrylonitrile derivatives. In preferred embodiments of the present invention, the processes comprise the following steps: introducing an epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet; contacting the epoxide reagent and carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate; polymerizing the beta-lactone intermediate with an initiator in the presence of a metal cation to produce a polylactone product; heating the polylactone product under thermolysis conditions to produce an organic acid product; optionally esterifying the organic acid product to produce one or more ester products; and reacting the organic acid product and/or ester product with an ammonia reagent under ammoxidation conditions to produce an acrylonitrile product.

  本发明涉及反应器系统和生产丙烯腈及丙烯腈衍生物的工艺。在本发明的优选实施例中，该工艺包括以下步骤：将环氧试剂和一氧化碳试剂通过至少一个进料流入口引入至至少一个反应釜中；将环氧试剂和一氧化碳试剂与羰基化催化剂接触以产生β-内酯中间体；在金属阳离子存在下，将β-内酯中间体与引发剂聚合以产生聚内酯产品；在热解条件下加热聚内酯产品以产生有机酸产品；可选择酯化有机酸产品以产生一个或多个酯产品；并将有机酸产品和/或酯产品与氨试剂在氨氧化条件下反应以产生丙烯腈产品。
• PROCESSES FOR PRODUCING BETA-LACTONE AND BETA-LACTONE DERIVATIVES WITH HETEROGENOUS CATALYSTS
  申请人：Novomer, Inc.

  公开号：US20190047972A1

  公开（公告）日：2019-02-14

  The present invention is directed to processes from producing beta-lactone and beta-lactone derivatives using heterogenous catalysts. In preferred embodiments of the present invention, the processes comprise the steps: passing a feed stream comprising an epoxide reagent and a carbon monoxide reagent to a reaction zone; contacting the epoxide reagent and the carbon monoxide reagent with a heterogenous catalyst to produce a beta-lactone product in the reaction zone; and removing the beta-lactone product from the reaction zone. In preferred embodiments, the heterogenous catalyst comprises a solid support containing a cationic Lewis acid functional group and a metal carbonyl compound comprising at least one of anionic metal carbonyl compound or a neutral metal carbonyl compound. In certain preferred embodiments, the epoxide reagent and carbon monoxide reagent have a biobased content.

  本发明涉及使用异质催化剂生产β-内酯和β-内酯衍生物的过程。在本发明的首选实施例中，该过程包括以下步骤：将包含环氧试剂和一氧化碳试剂的进料流通入反应区；将环氧试剂和一氧化碳试剂与异质催化剂接触，在反应区内产生β-内酯产物；并从反应区中移除β-内酯产物。在首选实施例中，异质催化剂包括固体支撑体，其中包含阳离子路易斯酸功能团和金属羰基化合物，其中至少包括一种阴离子金属羰基化合物或中性金属羰基化合物。在某些首选实施例中，环氧试剂和一氧化碳试剂具有生物基含量。
• Processes for producing beta-lactone with heterogenous catalysts
  申请人：Novomer, Inc.

  公开号：US10590099B1

  公开（公告）日：2020-03-17

  The present invention is directed to processes from producing beta-lactone and beta-lactone derivatives using heterogenous catalysts. In preferred embodiments of the present invention, the processes comprise the steps: passing a feed stream comprising an epoxide reagent and a carbon monoxide reagent to a reaction zone; contacting the epoxide reagent and the carbon monoxide reagent with a heterogenous catalyst to produce a beta-lactone product in the reaction zone; and removing the beta-lactone product from the reaction zone. In preferred embodiments, the heterogenous catalyst comprises a solid support containing a cationic Lewis acid functional group and a metal carbonyl compound comprising at least one of anionic metal carbonyl compound or a neutral metal carbonyl compound. In certain preferred embodiments, the epoxide reagent and carbon monoxide reagent have a biobased content.

  本发明涉及使用异质催化剂生产β-内酯和β-内酯衍生物的工艺。在本发明的优选实施方案中，该工艺包括以下步骤：将包含环氧化物试剂和一氧化碳试剂的进料流通入反应区；使环氧化物试剂和一氧化碳试剂与异质催化剂接触，在反应区生成β-内酯产物；从反应区除去β-内酯产物。在优选的实施方案中，异质催化剂包括含有阳离子路易斯酸官能团和金属羰基化合物的固体载体，金属羰基化合物包括阴离子金属羰基化合物或中性金属羰基化合物中的至少一种。在某些优选的实施方案中，环氧化物试剂和一氧化碳试剂具有生物基含量。
• Acrylonitrile derivatives from epoxide and carbon monoxide reagents
  申请人：Novomer, Inc.

  公开号：US10676426B2

  公开（公告）日：2020-06-09

  The present invention is directed to reactor systems and processes for producing acrylonitrile and acrylonitrile derivatives. In preferred embodiments of the present invention, the processes comprise the following steps: introducing an epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet; contacting the epoxide reagent and carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate; polymerizing the beta-lactone intermediate with an initiator in the presence of a metal cation to produce a polylactone product; heating the polylactone product under thermolysis conditions to produce an organic acid product; optionally esterifying the organic acid product to produce one or more ester products; and reacting the organic acid product and/or ester product with an ammonia reagent under ammoxidation conditions to produce an acrylonitrile product.

  本发明涉及生产丙烯腈和丙烯腈衍生物的反应器系统和工艺。在本发明的优选实施方案中，工艺包括以下步骤：通过至少一个进料流入口，将环氧试剂和一氧化碳试剂引入至少一个反应容器； 将环氧试剂和一氧化碳试剂与羰基化催化剂接触，生成β-内酯中间体； 在金属阳离子存在下，将β-内酯中间体与引发剂聚合，生成聚内酯产物；在热分解条件下加热聚内酯产品，生成有机酸产品；可选择将有机酸产品酯化，生成一种或多种酯产品；有机酸产品和/或酯产品在氨氧化条件下与氨试剂反应，生成丙烯腈产品。
• Processes for producing beta-lactone and beta-lactone derivatives with heterogenous catalysts
  申请人：Novomer, Inc.

  公开号：US10961209B2

  公开（公告）日：2021-03-30

  The present invention is directed to processes from producing beta-lactone and beta-lactone derivatives using heterogenous catalysts. In preferred embodiments of the present invention, the processes comprise the steps: passing a feed stream comprising an epoxide reagent and a carbon monoxide reagent to a reaction zone; contacting the epoxide reagent and the carbon monoxide reagent with a heterogenous catalyst to produce a beta-lactone product in the reaction zone; and removing the beta-lactone product from the reaction zone. In preferred embodiments, the heterogenous catalyst comprises a solid support containing a cationic Lewis acid functional group and a metal carbonyl compound comprising at least one of anionic metal carbonyl compound or a neutral metal carbonyl compound. In certain preferred embodiments, the epoxide reagent and carbon monoxide reagent have a biobased content.

  本发明涉及使用异质催化剂生产β-内酯和β-内酯衍生物的工艺。在本发明的优选实施方案中，该工艺包括以下步骤：将包含环氧化物试剂和一氧化碳试剂的进料流通入反应区；使环氧化物试剂和一氧化碳试剂与异质催化剂接触，在反应区生成β-内酯产物；从反应区除去β-内酯产物。在优选的实施方案中，异质催化剂包括含有阳离子路易斯酸官能团和金属羰基化合物的固体载体，金属羰基化合物包括阴离子金属羰基化合物或中性金属羰基化合物中的至少一种。在某些优选的实施方案中，环氧化物试剂和一氧化碳试剂具有生物基含量。