Reacción #432109

Ecuación de reacción

sodium boron hydride

5'-acetyl-3,3'-diallyl-5-ethyl-2,4'-biphenyldiol

methylamine

sodium hydrogencarbonate

hydrochloric acid

sodium boron hydride

→

3,3'-diallyl-5-ethyl-5'-(1-methylaminoethyl)-2,4'-biphenyldiol

Disolventes

metanol

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA solution was prepared
2. 2
   Temperaturaby heating for 3 hours
3. 3
   Temperaturacooled
4. 4
   Temperaturaby heating
5. 5
   Extracciónextracted with diethylether
6. 6
   LavadoThe extract was washed with an aqueous solution saturated with NaCl
7. 7
   Secadodried with sodium sulfate
8. 8
   Concentraciónconcentrated
9. 9
   OtroThe concentrate was purified by silica gel column-chromatography (dichloroethane:methanol=50:1)

Procedimiento

A solution was prepared by dissolving 0.10 g of 5'-acetyl-3,3'-diallyl-5-ethyl-2,4'-biphenyldiol into 2 ml of 40% metanol solution of methylamine. The solution was reflexed by heating for 3 hours, cooled, 0.2 g of sodium boron hydride was added thereinto, was reflexed by heating. The solution was added 0.2 g of sodium boron hydride and stirred from 1 hour at room temperature. The reaction mixture, wherein an excess of reagent was decomposed with hydrochloric acid, was neutralized with water solution of sodium hydrogencarbonate and extracted with diethylether. The extract was washed with an aqueous solution saturated with NaCl, dried with sodium sulfate and concentrated. The concentrate was purified by silica gel column-chromatography (dichloroethane:methanol=50:1) to yield 80 mg of 3,3'-diallyl-5-ethyl-5'-(1-methylaminoethyl)-2,4'-biphenyldiol.

Fuente