Hydrochloric Acid → HCID 19908457, compound

Participants

Reaction Steps

Sodium borohydride (9.46 g, 0.25 mol) was added over 10 minutes to a stirred suspension of 4 (56.0 g, 0.19 mol) in absolute ethanol (1900 ml) under nitrogen. The mixture was refluxed for 2 hours and stirred at ambient temperature for 20 hours. After acidification with 1N hydrochloric acid (270 ml), followed by addition of saturated sodium bicarbonate solution (200 ml), the mixture was concentrated in vacuo. The residue was distributed between ethyl acetate (1000 ml) and water (600 ml), the aqueous layer was separated and extracted with ethyl acetate (2×600 ml), the combined ethyl acetate extracts were washed with saturated sodium bicarbonate, twice with water and dried over sodium sulfate. Evaporation in vacuo afforded 55.73 g (99%) of homogeneous product.

Provenance & Evidence