Trepibutone, AA-149

曲匹布通Chemical Name: 4-Oxo-4-(2,4,5-triethoxyphenyl)butyric acid
CAS No. 41826-92-0
项目整合开发状态: Not Determined
项目研究机构:
合成路线:It can be prepared in four different ways:1) By a Friedel-Crafts reaction of 1,2,4-triethoxybenzene (I) with succinic anhydride (II) by means of AlCl3 in tetrachloroethane (1).2) The Friedel-Crafts reaction of (I) with maleic anhydride (III) by means of AlCl3 gives trans-3-(2,4,5-triethoxybenzoyl)acrylic acid (IV),which is then hydrogenated with H2 over Pd/C (2).3) The condensation of (I) with succinic acid half ethyl ester (V) by means of polyphosphoric acid gives ethyl 3-(2,4,5-triethoxybenzoyl)propionate (VI),which is then hydrolyzed with NaOH (3).
📌 参考资料/链接:
参考文献标题:
文献作者:Murata,T.; et al.
参考来源:AU 319207; AU 319216; CA 997360; DE 2244324; FR 2154503; GB 1387733; JP 7334851; JP 7334852; JP 7375541; JP 7442635; JP 7442636; JP 7442637; JP 7442638; US 3943169; ZA 7205925

📄 详细内容


合成路线:It can be prepared in four different ways:1) By a Friedel-Crafts reaction of 1,2,4-triethoxybenzene (I) with succinic anhydride (II) by means of AlCl3 in tetrachloroethane (1).2) The Friedel-Crafts reaction of (I) with maleic anhydride (III) by means of AlCl3 gives trans-3-(2,4,5-triethoxybenzoyl)acrylic acid (IV),which is then hydrogenated with H2 over Pd/C (2).3) The condensation of (I) with succinic acid half ethyl ester (V) by means of polyphosphoric acid gives ethyl 3-(2,4,5-triethoxybenzoyl)propionate (VI),which is then hydrolyzed with NaOH (3).

参考文献标题:
文献作者:
参考来源:AU 319215


合成路线:It can be prepared in four different ways:1) By a Friedel-Crafts reaction of 1,2,4-triethoxybenzene (I) with succinic anhydride (II) by means of AlCl3 in tetrachloroethane (1).2) The Friedel-Crafts reaction of (I) with maleic anhydride (III) by means of AlCl3 gives trans-3-(2,4,5-triethoxybenzoyl)acrylic acid (IV),which is then hydrogenated with H2 over Pd/C (2).3) The condensation of (I) with succinic acid half ethyl ester (V) by means of polyphosphoric acid gives ethyl 3-(2,4,5-triethoxybenzoyl)propionate (VI),which is then hydrolyzed with NaOH (3).

参考文献标题:
文献作者:Murata,T.
参考来源:JP 7372151


合成路线:4) The condensation of 2,4,5-triethoxyphenacyl chloride (VII) with ethyl malonate (VIII) by means of NaOH gives diethyl 2,4,5-triethoxyphenacylmalonate (IX),which is finally hydrolyzed and decarboxylated in hot 30% H2SO4.

参考文献标题:
文献作者:
参考来源:AU 321285


合成路线:It can be prepared in four different ways:1) By a Friedel-Crafts reaction of 1,2,4-triethoxybenzene (I) with succinic anhydride (II) by means of AlCl3 in tetrachloroethane (1).2) The Friedel-Crafts reaction of (I) with maleic anhydride (III) by means of AlCl3 gives trans-3-(2,4,5-triethoxybenzoyl)acrylic acid (IV),which is then hydrogenated with H2 over Pd/C (2).3) The condensation of (I) with succinic acid half ethyl ester (V) by means of polyphosphoric acid gives ethyl 3-(2,4,5-triethoxybenzoyl)propionate (VI),which is then hydrolyzed with NaOH (3).

合成路线:4) The condensation of 2,4,5-triethoxyphenacyl chloride (VII) with ethyl malonate (VIII) by means of NaOH gives diethyl 2,4,5-triethoxyphenacylmalonate (IX),which is finally hydrolyzed and decarboxylated in hot 30% H2SO4.
参考文献标题:Trepibutone
文献作者:Sungurbey,K.
参考来源:Drugs Fut 1978,3(11),846


产品链接: CAS No. 41826-92-0››