HCID 135973970, compound → HCID 19862543, compound

Participants

Reaction Steps

28.7 g of 1-(4-hydroxy-3,5-di-tert.-butylbenzylideneamino)imidazole are dissolved in 500 ml of methanol, whereupon 96 ml of 1N hydrochloric acid and 3 g of palladium/carbon are added and the mixture is hydrogenated at normal pressure and room temperature. After 2.2 l of hydrogen have been taken up, the catalyst is removed by filtration and the filtrate is evaporated. Eight hundred (800) ml of methylene chloride and 300 ml of water are added to the residue. The mixture is neutralized (pH=7) with saturated sodium bicarbonate solution while agitating. Then, the methylene chloride phase is separated and the aqueous phase is extracted twice with 100 ml of methylene chloride each time. The methylene chloride phases are combined, dried and evaporated. The residue is recrystallized from ethanol/water (3:1), and there is obtained 1-(4-hydroxy-3,5di-tert.-butylbenzylamino)imidazole of m.p. 178°-180°.

Provenance & Evidence