Acetyl chloride → HCID 11674224, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 165 mg (0.62 mmol) 2-1 in 4 mL of pyridine was added 45 μL (0.93 mmol) hydrazine hydrate and the reaction was heated at 90° C. for 30 min. After cooling to room temperature, and then to 0° C., 250 μL (3.15 mmol) of AcCl was added dropwise, the mixture was warmed to room temperature and allowed to stir overnight. The reaction was dumped into a separatory funnel with EtOAc and brine, the layers were separated, the organic was washed twice with 1M HCl, then with brine, and finally dried over Na2SO4. After concentration, the crude material was purified by silica gel chromatography with EtOAc/hexanes to provide 2-2 as a white solid (2:1 mixture of diastereomers).

Provenance & Evidence