Sodium borohydride → Indoramin

Participants

Reaction Steps

A suspension of 4-benzamido-1-[2-(3-indolyl)ethyl]-pyridinium bromide (48.7 kg.) and sodium borohydride (17.4 Kg.) in isopropanol (424 kg.) was stirred and refluxed for 6 hours. The reaction mixture was cooled to 25° and diluted with water. The product was separated by filtration and washed with aqueous methanol then with water and finally with methanol, and dried to give 40.7 kg. of the crude title compound. This was purified by dissolving in dimethylformamide (193 kg.) at 50°-60° and slowly adding water (220 kg.) to the filtered solution. After cooling, the product was separated by filtration, washed with water then with methanol, and dried to give 30.3 kg. of the title compound (75.5% yield).

Provenance & Evidence