sodium salt of (4-ethoxycarbonylfur-3-yl)(diethoxyphosphoryl)acetic aldehyde | 1421862-08-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: sodium salt of (4-ethoxycarbonylfur-3-yl)(diethoxyphosphoryl)acetic aldehyde
• CAS: 1421862-08-9
• 化学式: C₁₃H₁₈O₇P*Na
• 分子量: 340.245
• InChiKey: MTGBSYFQYXMZKZ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  sodium salt of (4-ethoxycarbonylfur-3-yl)(diethoxyphosphoryl)acetic aldehyde 、 3-溴丙烯 以 1,4-二氧六环 为溶剂， 反应 8.0h， 生成 (Z)-diethyl 1-(4-ethoxycarbonylfur-3-yl)-2-(allyloxy)ethylenephosphonate 、 (E)-diethyl 1-(4-ethoxycarbonylfur-3-yl)-2-(allyloxy)ethylenephosphonate
  参考文献：
  名称：

  Acylation of diethyl (ethoxycarbonylfuryl)methanephosphonates under the conditions of claisen reaction

  摘要：

  O,O-Diethyl (ethoxycarbonylfuryl)methanephosphonates are formylated with ethyl formate in the presence of sodium foil at the methylene group adjacent to phosphorus atom to form sodium salts of phosphonoacetic aldehyde. When the substituents in the furan ring are remote from one another, and also in the case of 3, 4-disubstituted isomer these salts in DMSO solution exist in the carbanion form. Anions of salts of (2-ethoxycarbonylfur-3-yl)phosphonoacetic aldehyde and the isomer with the reversed location of substituents in DMSO solution take part in the dynamic equilibrium between the carbanion and the enolate form. The alkylation of all salts obtained with allyl bromide and dimethyl sulfate proceeds exclusively at the oxygen to form a mixture of Z- and E-isomers of phosphorylated vinyl ethers.

  DOI：

  10.1134/s1070363212120067
• 作为产物：
  描述：

  ethyl 4-(diethoxyphosphorylmethyl)furan-3-carboxylate 、 甲酸乙酯 在 sodium 作用下， 以 甲苯 为溶剂， 以65%的产率得到sodium salt of (4-ethoxycarbonylfur-3-yl)(diethoxyphosphoryl)acetic aldehyde
  参考文献：
  名称：

  Acylation of diethyl (ethoxycarbonylfuryl)methanephosphonates under the conditions of claisen reaction

  摘要：

  O,O-Diethyl (ethoxycarbonylfuryl)methanephosphonates are formylated with ethyl formate in the presence of sodium foil at the methylene group adjacent to phosphorus atom to form sodium salts of phosphonoacetic aldehyde. When the substituents in the furan ring are remote from one another, and also in the case of 3, 4-disubstituted isomer these salts in DMSO solution exist in the carbanion form. Anions of salts of (2-ethoxycarbonylfur-3-yl)phosphonoacetic aldehyde and the isomer with the reversed location of substituents in DMSO solution take part in the dynamic equilibrium between the carbanion and the enolate form. The alkylation of all salts obtained with allyl bromide and dimethyl sulfate proceeds exclusively at the oxygen to form a mixture of Z- and E-isomers of phosphorylated vinyl ethers.

  DOI：

  10.1134/s1070363212120067