合成路线:The reaction of p-chlorobenzoic acid (I) with SOCl2 gives p-chlorobenzoyl chloride (II),which is esterified with 4-fluorophenol (III) affording 4-fluorophenyl-4-chlorobenzoate (IV).The isomerization of (IV) with AlCl3 yields 4-chloro-2'-hydroxy-5'-fluorobenzophenone (V),which is condensed with 4-aminobutyric acid (VI) by means of sodium methoxide in ethanol giving 4-[[alpha-(p-chlorophenyl)-5-fluoro-2-hydroxybenzylidene]amino]butyric acid (VII).The reaction of (VII) with SOCl2 in THF affords the corresponding acyl chloride (VIII),which is then treated with NH3.An alternative way of converting the acid (VII) into its amide is by treatment with carbonyldiimidazole (A) and liquid NH3 in THF.
参考文献标题:Preparation of benzylidene derivatives
文献作者:Kaplan,J.P.; et al.(Sanofi-Synthabo)
参考来源:DE 2830034; ES 471606; FR 2397397; GB 2001066; JP 54019953
合成路线:The reaction of p-chlorobenzoic acid (I) with SOCl2 gives p-chlorobenzoyl chloride (II),which is esterified with 4-fluorophenol (III) affording 4-fluorophenyl-4-chlorobenzoate (IV).The isomerization of (IV) with AlCl3 yields 4-chloro-2'-hydroxy-5'-fluorobenzophenone (V),which is condensed with 4-aminobutyric acid (VI) by means of sodium methoxide in ethanol giving 4-[[alpha-(p-chlorophenyl)-5-fluoro-2-hydroxybenzylidene]amino]butyric acid (VII).The reaction of (VII) with SOCl2 in THF affords the corresponding acyl chloride (VIII),which is then treated with NH3.An alternative way of converting the acid (VII) into its amide is by treatment with carbonyldiimidazole (A) and liquid NH3 in THF.
参考文献标题:Progabide
文献作者:Serradell,M.N.; Owen,R.T.; Blancafort,P.; Castar,J.
参考来源:Drugs Fut 1980,5(9),445
合成路线:The reaction of p-chlorobenzoic acid (I) with SOCl2 gives p-chlorobenzoyl chloride (II),which is esterified with 4-fluorophenol (III) affording 4-fluorophenyl-4-chlorobenzoate (IV).The isomerization of (IV) with AlCl3 yields 4-chloro-2'-hydroxy-5'-fluorobenzophenone (V),which is condensed with 4-aminobutyric acid (VI) by means of sodium methoxide in ethanol giving 4-[[alpha-(p-chlorophenyl)-5-fluoro-2-hydroxybenzylidene]amino]butyric acid (VII).The reaction of (VII) with SOCl2 in THF affords the corresponding acyl chloride (VIII),which is then treated with NH3.An alternative way of converting the acid (VII) into its amide is by treatment with carbonyldiimidazole (A) and liquid NH3 in THF.
参考文献标题:D閞iv閟 alpha-ph閚yl-benzylid閚iques des acides amin閟
文献作者:Kaplan,J.P.; et al.
参考来源:FR 2358887
产品链接: CAS No. 62666-20-0››