Tetrahydrofuran → HCID 20313245, compound

Participants

Reaction Steps

After mixing 2.5 g. of 2-(1-hydroxy-1-phenyl-5-indanyloxymethyl)-4 -isopropyl-5-oxomorpholine, 100 ml. of tetrahydrofuran, and 1.0 g. of lithium aluminum hydride under ice-cooling, the mixture was stirred for 18 hours at room temperature and then 1 ml. of water, 1 ml. of aqueous 15% sodium hydroxide aqueous solution, and then 3 ml. of water were added to the mixture followed by stirring for 30 minutes. The mixture thus obtained was filtered and the filtrate was distilled and the residue formed was adsorbed on a silica gel column prepared from 50 ml. of silica gel in chloroform and eluted with ethyl acetate. After removing the first 5 ml. of the ethyl acetate eluate, 200 ml. of the subsequent ethyl acetate eluate was collected and dried to provide 2.05 g. (yield 85.3%) of 2-(1-hydroxy-1-phenyl-5-indanyloxymethyl)-4-isopropylmorpholine.

Provenance & Evidence