Bufotenine

Chemical Name: 3-[2-(Dimethylamino)ethyl]-1H-indol-5-ol; N-Dimethyl-5-hydroxytryptamine
项目整合开发状态: Not Determined
项目研究机构:
合成路线:This compound can be obtained in two differents ways:1) By oxidation of 2-(2,5-dihydroxyphenyl)-4-dimethylaminobutylamine (I) to give bufotenine in a 45% yield.2) By alkylation of 2,5-dimethoxybenzyl cyanide (II) with beta-dimethylaminoethyl chloride (A) using sodamide.The product (III) is hydrogenated over Raney-Ni inducing partial cyclization and then demethylation with hydrogen bromide and oxidized with potassium ferricyanide in the cold to yield bufotenine.
📌 参考资料/链接:
参考文献标题:2,4,6-Tri-p-chlorophenylpyridine.A by-product of a Fischer indole transformation
文献作者:Amor�?Mar�? L.; Carlin,R.B.
参考来源:J Am Chem Soc 1959,81730-733

📄 详细内容


合成路线:This compound can be obtained in two differents ways:1) By oxidation of 2-(2,5-dihydroxyphenyl)-4-dimethylaminobutylamine (I) to give bufotenine in a 45% yield.2) By alkylation of 2,5-dimethoxybenzyl cyanide (II) with beta-dimethylaminoethyl chloride (A) using sodamide.The product (III) is hydrogenated over Raney-Ni inducing partial cyclization and then demethylation with hydrogen bromide and oxidized with potassium ferricyanide in the cold to yield bufotenine.

参考文献标题:A new synthesis of bufotenine
文献作者:Jackson,A.H.; Harley-Mason,J.
参考来源:Chem Ind 1952,954


合成路线:This compound can be obtained in two differents ways:1) By oxidation of 2-(2,5-dihydroxyphenyl)-4-dimethylaminobutylamine (I) to give bufotenine in a 45% yield.2) By alkylation of 2,5-dimethoxybenzyl cyanide (II) with beta-dimethylaminoethyl chloride (A) using sodamide.The product (III) is hydrogenated over Raney-Ni inducing partial cyclization and then demethylation with hydrogen bromide and oxidized with potassium ferricyanide in the cold to yield bufotenine.
参考文献标题:Bufotenine
文献作者:Wallis,D.I.; Nash,H.L.
参考来源:Drugs Fut 1981,6(11),671