2,5-Hexanedione → HCID 53738518, compound

Participants

Reaction Steps

2,5-Hexanedione (3.6 mL, 30.7 mmol) was added to a solution of (S)-2-amino-1-propanol (2.44 g, 32.5 mmol) in 15 mL of methanol. The mixture was stirred at reflux for 2 h. After concentrating in vacuo, the residue was dissolved in 100 mL of ethyl acetate and washed with 50 1 mL of saturated aqueous sodium bicarbonate and 50 mL of saturated aqueous sodium chloride. The organic layer was dried (sodium sulfate), decanted, and evaporated to give a yellow solid. Flash column chromatography on 150 g of silica gel using 2.5 L of 15% ethyl acetate/hexane to furnish 4.53 g (96% yield) of (S)-1-(2-hydroxy-1-methylethyl)-2,5-dimethylpyrrole as a white solid.

Provenance & Evidence