4-benzyloxetan-2-one | 19812-99-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-benzyloxetan-2-one
• CAS: 19812-99-8
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: DGCNEGXKOCERKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  4-benzyloxetan-2-one 在 sodium hydroxide 作用下， 生成 3-hydroxy-4-phenylbutanoic acid
  参考文献：
  名称：

  Cignarella; Fontanella; Aresi, Farmaco, Edizione Scientifica, 1968, vol. 23, # 4, p. 321 - 343

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基硅烷基乙烯酮 、 苯乙醛 在 三氟化硼乙醚 、 水 、 potassium fluoride 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 4-benzyloxetan-2-one
  参考文献：
  名称：

  A Novel Synthesis of β-Sulfinyl- and β-Sulfonyl-Hydroxamic Acids via CsF-Mediated Ring Opening of Substituted β-Lactones

  摘要：

  以 DMF 中的 CsF 为促进剂，实现了 3-取代δ-内酯与硫醇的开环反应。生成的δ-硫酰基羧酸中间体与羟胺-王树脂偶联，硫原子被选择性氧化，得到δ-硫酰基和δ-磺酰基羟肟酸库。

  DOI：

  10.1055/s-2001-12311

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。
• Carbonylative Ring Expansion of Epoxides to β‐Lactones Using Inorganic Salt as Catalytic Species Precursor
  作者：L. He、J.‐C. Yang、T.‐T. Song、Y. Liu、X.‐B. Lu

  DOI：10.1002/ejic.202200496

  日期：2022.12.16

  cobalt bromide was developed for carbonylative ring expansion of epoxides to β-lactone products in moderate to excellent yields. This work also represents a rare example of epoxide carbonylation under atmospheric CO pressure.

  开发了一种从廉价、空气稳定的溴化钴原位生成低价钴物种的策略，用于环氧化物羰基化扩环生成 β-内酯产品，收率中等至极佳。这项工作也代表了大气 CO2 压力下环氧化物羰基化的罕见例子。
• Systems and processes for thermolysis of polylactones to produce organic acids
  申请人：Novomer, Inc.

  公开号：US10457624B2

  公开（公告）日：2019-10-29

  Reactor systems and processes produce organic acids through thermolysis of polylactones. The reactor systems and processes introduce at least one epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet. The epoxide reagent and carbon monoxide reagent contact at least one carbonylation catalyst to produce at least one beta-lactone intermediate. The beta-lactone intermediate is polymerized with at least one initiator in the presence of a metal cation to produce at least one polylactone product. The polylactone product is heated under thermolysis conditions to produce at least one organic acid product. The processes control the presence of contaminates, impurities, catalytic materials, and/or reagents to provide for highly pure organic acid products.

  反应器系统和工艺通过热分解聚内酯生产有机酸。反应器系统和工艺通过至少一个进料流入口将至少一种环氧试剂和一氧化碳试剂引入至少一个反应容器。环氧化物试剂和一氧化碳试剂与至少一种羰基化催化剂接触，生成至少一种β-内酯中间体。在金属阳离子存在下，β-内酯中间体与至少一种引发剂聚合，生成至少一种聚内酯产品。聚内酯产品在热分解条件下加热，生成至少一种有机酸产品。这些工艺可控制污染物、杂质、催化材料和/或试剂的存在，以提供高纯度的有机酸产品。
• 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。