HRID1381273

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID33557

未命名化合物

$结构：CCOC(=O)/C=C(\C)c1ccc(CC(C)OS(=O)(=O)c2ccc(C)cc2)s1$

HCID86740753

未命名化合物

PRODUCTS

生成物

$结构：CCOC(=O)/C=C(\C)c1ccc(CC(C)N=[N+]=[N-])s1$

HCID86740752

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID679

Dimethyl sulfoxide

C2H6OS

PROCEDURE

实验过程

5-[(RS)-2-hydroxyprpyl]-2-thienyl methyl ketone and triethyl phosphonoacetate were reacted in alcohol in the presence of sodium ethylate to give ethyl (E)-5-[(RS)-2-hydroxypropyl]-β-methyl-2-thiopheneacrylate. With p-toluenesulphochloride there was obtained therefrom ethyl (E)-β-methyl-5-[(RS)-2-[(p-toluenesulphonyl)oxy]propyl]-2-thiopheneacrylate (melting point 121°, from methylene chloride/alcohol). Reaction of this ester with sodium azide in dimethyl sulphoxide gave ethyl (E)-5-[(RS)-2-azidopropyl]-β-methyl-2-thiopheneacrylate. Reduction of the latter ester with triphenylphosphine and hydrolysis led to ethyl (E)-5-[(RS)-2-aminopropyl]-β-methyl-2-thiopheneacrylate; ε320 =17970.

WORKUP

后处理

customWith p-toluenesulphochloride there was obtained