Ammonia → HCID 67491059, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(tritylamino)methyl-5,6-dihydro-2H-pyran-3(4H)-one (9.56 g, 25.7 mmol), sodium cyanide (2.52 g, 51.4 mmol), ammonium chloride (2.75 g, 51.4 mmol), ammonium carbonate (10.18 g, 128.7 mmol), concentrated aqueous ammonia (50 mL), and ethanol (50 mL) was stirred in a nitrogen atmosphere on an oil bath at 60° C. for 4.5 hours. Ammonium carbonate (10.18 g, 128.7 mmol) was added, and the mixture was stirred at the same temperature for further 19.5 hours. The resulting reaction solution was concentrated under reduced pressure, and the residue was extracted with ethyl acetate (300 mL, 100 mL). Then, the organic layers were combined and washed with water (2×100 mL) and brine (100 mL). The resulting organic layer was dried over anhydrous magnesium sulfate and filtered. Then, the solvent was evaporated under reduced pressure to give 11.35 g (quantitative) of the title compound as a colorless amorphous.

Provenance & Evidence