2-acetoxyethyl 2-cyanoacetate | 72966-47-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetoxyethyl 2-cyanoacetate
• 英文别名: 2-acetoxyethyl cyanoacetate；2-acetyloxyethyl 2-cyanoacetate
• CAS: 72966-47-3
• 化学式: C₇H₉NO₄
• 分子量: 171.153
• InChiKey: PJLFEWNFTBTVNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-acetoxyethyl 2-cyanoacetate 在 盐酸 、 乙酸酐 作用下， 反应 1.0h， 生成 Hydroxyethyl 2-cyano-3-decylaminoacrylate
  参考文献：
  名称：

  Phillips, John N.; Huppatz, John L., Agricultural and Biological Chemistry, 1984, vol. 48, # 1, p. 55 - 58

  摘要：

  DOI：
• 作为产物：
  描述：

  2-hydroxyethyl cyanoacetate 在 硫酸 、 乙酸酐 作用下， 以 水 为溶剂， 以74%的产率得到2-acetoxyethyl 2-cyanoacetate
  参考文献：
  名称：

  (2-Cyano-3,3-diphenylacryloxy) alkylene acrylic acid esters

  摘要：

  本发明涉及共聚的紫外线吸收剂化合物，其化学式为：##STR1## 其中(Ar).sub.1和(Ar).sub.2是苯和萘系列的芳香环，可独立地选择为苯基或被烷基、卤素、烷氧基、羧基、羧酸烷酯、氰基、乙酰基、苯甲酰基、苯基、烷基苯基、苯氧基苯基、烷基取代苯氧基或烷氧基苯基取代苯基，以及萘基；X是烷基，C.sub.2-C.sub.17，未取代或取代为卤素、氰基、烷基C.sub.1-C.sub.6、烷氧基C.sub.1-C.sub.6、烷氧基烷基C.sub.1-C.sub.6或烷氧基烷基氧基C.sub.1-C.sub.6；Y是可共聚的基团，选择自丙烯酰C.sub.3-C.sub.12、烷基丙烯酰C.sub.3-C.sub.12、丙烯酰氧基烷基C.sub.3-C.sub.12、丙烯酰氢氧基烷基C.sub.3-C.sub.12和烷基丙烯酰氢氧基烷基C.sub.3-C.sub.12。

  公开号：

  US04178303A1

文献信息

• Chitosan nanofiber-catalyzed highly selective Knoevenagel condensation in aqueous methanol
  作者：Yusaku Hirayama、Kyohei Kanomata、Mayumi Hatakeyama、Takuya Kitaoka

  DOI：10.1039/d0ra02757j

  日期：——

  (CsNF)-catalyzed Knoevenagel reaction in green solvent, namely aqueous methanol, was investigated. CsNFs solely catalyzed the desired C–C bond formations in high yield with high selectivity, while conventional small-molecule amines, such as n-hexylamine and triethylamine, inevitably promoted transesterification to produce a large amount of solvolysis byproducts. Structural and chemical analyses of CsNFs suggested

  研究了壳聚糖纳米纤维 (CsNF) 在绿色溶剂（即甲醇水溶液）中催化的 Knoevenagel 反应。CsNFs 仅以高产率和高选择性催化所需的 C-C 键形成，而传统的小分子胺，如n-己胺和三乙胺，不可避免地促进酯交换反应产生大量的溶剂分解副产物。CsNFs的结构和化学分析表明，独特的纳米结构，其中壳聚糖分子被捆绑以确保底物对催化位点的高度可及性，对于高效的Knoevenagel缩合至关重要。产品纯度高，无需消耗溶剂纯化，CsNF催化剂易于去除和回收。本研究强调了 CsNFs 作为新兴的多糖基纳米纤维在绿色催化中的一种新颖而有前景的功能。
• Method of making copolymerizable, ultraviolet light absorber
  申请人：GAF Corporation

  公开号：US04207253A1

  公开（公告）日：1980-06-10

  This invention relates to a method of making in high yield light absorber compounds which are (2-cyano-3,3-diphenylacryloxy) alkylene acrylic acid esters having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl, and naphthyl; X is alkylene, C.sub.2 -C.sub.17, unsubstituted or substituted with halo, cyano, alkyl, alkoxy, alkoxyalkyl, or alkoxyalkyleneoxy, C.sub.1 -C.sub.6 ; and Y is copolymerizable radical selected from acryloyl, alkylacryloyl, acryloxyalkyl, acryloxyhydroxyalkyl and alkylacryloxyhydroxyalkyl, C.sub.3 -C.sub.12. The method comprises: (a) acylating a hydroxyalkylene cyanoacetate with an acylating agent to form an acylated intermediate whose hydroxy radical is protected by an acyl group which is convertible to hydroxy by hydrolysis, (b) condensing the acyl intermediate with a benzophenone, (c) hydrolyzing the condensed compound to form the corresponding condensed hydroxy compound; and, (d) esterifying the hydroxy compound with an acryloyl halide or an acrylic acid to provide the desired product.

  本发明涉及一种制备高产量的光吸收化合物的方法，该化合物为具有以下式子的（2-氰基-3,3-二苯基丙烯酰氧）烷基丙烯酸酯：##STR1## 其中（Ar）.sub.1和（Ar）.sub.2是苯和萘系芳香环，分别选自苯基或被烷基、卤素、烷氧基、羧基、羧酸烷酯、氰基、乙酰基、苯甲酰基、苯基、烷基苯基、苯氧基苯基、烷基取代的苯氧基或烷氧基取代的苯基，以及萘基；X是烷基，C.sub.2-C.sub.17，未取代或取代有卤素、氰基、烷基、烷氧基、烷氧基烷基或烷氧基烷基氧基，C.sub.1-C.sub.6；Y是可共聚的基团，选自丙烯酰基、烷基丙烯酰基、丙烯酰氧基烷基、丙烯酰氧基羟基烷基和烷基丙烯酰氧基羟基烷基，C.sub.3-C.sub.12。该方法包括：（a）用酰化剂酰化羟基烷基氰乙酸酯，形成酰化中间体，其羟基基团由可通过水解转化为羟基的酰基保护；（b）将酰化中间体与苯基酮缩合；（c）水解缩合物，形成相应的缩合羟基化合物；以及（d）用丙烯酰卤或丙烯酸酯酯化羟基化合物，以提供所需的产物。
• (Acetoxyalkyl) 2-cyano-3,3-diphenylacrylate intermediates for making
  申请人：GAF Corporation

  公开号：US04203919A1

  公开（公告）日：1980-05-20

  This invention relates to (acetoxyalkyl) 2-cyano-3,3-diphenylacrylate intermediates having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl, and naphthyl; and, X is alkylene, C.sub.2 -C.sub.17, unsubstituted or substituted with halo, cyano, alkyl, C.sub.1 C.sub.6, alkoxy, C.sub.1 -C.sub.6, alkoxyalkyl, C.sub.1 -C.sub.6 or alkoxyalkyleneoxy, C.sub.1 -C.sub.6. These intermediates are used in making (2-cyano-3,3-diphenylacryloxy) alkylene acrylic esters and (2-cyano-3,3-diphenyl) alkylene ethylenic ethers, which compounds are copolymerizable, ultraviolet light absorbers. The intermediate compounds are made by: (a) acylating a hydroxyalkylene cyanoacetate with an acylating agent to form an acylated intermediate whose hydroxy radical is protected by an acyl group which is convertible to hydroxy by hydrolysis, and (b) condensing the acyl intermediate with a benzophenone.

  本发明涉及具有以下公式的（乙酰氧基烷基）2-氰基-3,3-二苯基丙烯酸酯中间体：##STR1##其中（Ar）.sub.1和（Ar）.sub.2是苯和萘系列的芳香环核，分别选自苯基或被烷基、卤素、烷氧基、羧基、羰基烷基、氰基、乙酰基、苯甲酰基、苯基、烷基苯基、苯氧基苯基、烷基取代苯氧基或烷氧基苯基取代苯基，以及萘基；X是烷基，C.sub.2-C.sub.17，未取代或取代卤素、氰基、烷基C.sub.1-C.sub.6、烷氧基C.sub.1-C.sub.6、烷氧基烷基C.sub.1-C.sub.6或烷氧基烷基氧基C.sub.1-C.sub.6。这些中间体用于制备（2-氰基-3,3-二苯基丙烯酰氧基）烷基丙烯酸酯和（2-氰基-3,3-二苯基）烷基乙烯醚，这些化合物可共聚，是紫外线吸收剂。中间体化合物的制备方法为：（a）用酰化剂酰化羟基烷基氰乙酸酯，形成一个酰化的中间体，其羟基基团由一个酰基保护，该酰基可通过水解转化为羟基，和（b）将酰化中间体与苯基酮缩合。
• Copolymerizable, ultraviolet light absorber
  申请人：GAF Corporation

  公开号：US04202834A1

  公开（公告）日：1980-05-13

  This invention relates to copolymerizable ultraviolet light absorber compounds having the formula: ##STR1## where (Ar).sub.1 and (Ar).sub.2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl, and naphthyl; X is alkylene, C.sub.2 -C.sub.17, unsubstituted, or halo, cyano, alkyl, alkoxy, alkoxyalkyl, or alkoxyalkyleneoxy, C.sub.1 -C.sub.6 substituted. R is alkylene, oxyalkylene, alkyleneoxyalkylene, or benzylene, C.sub.1 -C.sub.10, unsubstituted or substituted with hydroxy, and R' and R" are independently hydrogen or alkyl, C.sub.1 -C.sub.6.

  本发明涉及共聚紫外线吸收剂化合物，其化学式为：##STR1## 其中(Ar).sub.1和(Ar).sub.2是苯和萘系列的芳香环，可分别选择为苯基或被烷基、卤素、烷氧基、羧基、羰基烷氧基、氰基、乙酰基、苯甲酰基、苯基、烷基苯基、苯氧基苯基、烷基取代苯氧基、或烷氧基苯基取代苯基，以及萘基；X是烷基，C.sub.2-C.sub.17，未取代或卤素、氰基、烷基、烷氧基、烷氧基烷基、或烷氧基烷氧基，C.sub.1-C.sub.6取代。R是烷基、氧烷基、烷氧基烷基、或苯基，C.sub.1-C.sub.10，未取代或取代为羟基，而R'和R"是独立的氢或烷基，C.sub.1-C.sub.6。
• Copolymerizable (2-cyano-3,3-diarylacryloxy)alkylene compounds, a method of making them and the use of these compounds as ultraviolet light absorbers
  申请人：GAF CORPORATION

  公开号：EP0017703A1

  公开（公告）日：1980-10-29

  This invention relates to copolymerizable ultraviolet light absorber compounds having the formula: where (Ar), and (Ar)2 are aromatic carbocyclic nuclei of the benzene and naphthalene series and are independently selected from phenyl or phenyl substituted with alkyl, halo, alkoxy, carboxy, carbalkoxy, cyano, acetyl, benzoyl, phenyl, alkyl phenyl, phenoxy phenyl, alkyl substituted phenoxy, or alkoxy phenyl substituted phenyl and naphthyl; X is alkylene, C2-C17, unsubstituted or substituted with halo, cyano, alkyl, alkoxy, alkoxyalkyl or alkoxyalkyleneoxy, C,-C6: and, Y is a copolymerizable radical selected from acryloyl, alkylacryloyl, acryloxyalkyl, acryloxyhydroxyalkyl and alkylacryloxyhydroxyalkyl, C3-C12; or -RCR=CHR", where R is alkylene, oxyalkylene, alkyleneoxyalkylene, phenylene, C,-C,o, unsubstituted or substituted with hydroxy and R' and R" are independently hydrogen or alkyl, C,-C,o. In other aspects of the invention, it relates to methods of making these compounds and to intermediates formed during their synthesis.

  本发明涉及可共聚的紫外线吸收剂化合物，其式为 其中(Ar)和(Ar)2是苯和萘系列的芳香碳环核，独立地选自苯基或被烷基、卤素、烷氧基、羧基、碳烷氧基、氰基、乙酰基、苯甲酰基、苯基、烷基苯基、苯氧基苯基、烷基取代的苯氧基或烷氧基苯基取代的苯基和萘基； X 是亚烷基，C2-C17，未被取代或被卤素、氰基、烷基、烷氧基、烷氧基烷基或烷氧基烷氧基取代，C,-C6：以及 Y 是选自丙烯酰基、烷基丙烯酰基、丙烯酰氧基烷基、丙烯酰氧基羟基烷基和烷基丙烯酰氧基羟基烷基（C3-C12）的可共聚基；或 -RCR=CHR"，其中 R 是未被羟基取代或被羟基取代的亚烷基、氧烷基、亚烷氧基烷基、苯基（C,-C,o），R'和 R "独立地为氢或烷基（C,-C,o）。 在本发明的其他方面，本发明涉及制造这些化合物的方法以及在合成过程中形成的中间体。