Sodium Hydroxide → HCID 178482827, compound

Participants

Reaction Steps

In 370 ml of tetrahydrofuran was dissolved 26.9 g of N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-N'-methanesulfonyl-N"-[2-[[5-[N-methyl-N-(2,2,2trichloroethoxycarbonyl)aminomethyl]-2-furyl]methylthio] -ethyl]guanidine. Thereto were added 320 ml of a 0.5 M aqueous potassium dihydrogen phosphate solution and 42 g of an active zinc powder, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was adjusted to pH 9.8 with a 5N aqueous sodium hydroxide solution and extracted with 370 ml of ethyl acetate. The solvent of the extract was removed by distillation under reduced pressure. The residue thus obtained was purified by a column chromatography (eluant:chloroform:methanol:aqueous ammonia solution=85:15:1) and then recrystallized from 95% aqueous ethanol solution to obtain 12.6 g (yield: 65%) of N-[2-hydroxy-2-(4-hydroxyphenyl)ethyl]-N'-methanesulfonyl-N"-[2-[[5-(methylamino)methyl-2-furyl]methylthio]ethyl]guanidine having a melting point of 146.5° to 147° C..

Provenance & Evidence