Acetyl bromide → HCID 89649601, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of acetyl bromide (67.45 mL, 912.28 mmol) in acetic acid (140 mL) was added 2,3-dimethyl-4-nitro-1-oxido-pyridin-1-ium [TCl](15.34 g, 91.23 mmol) portionwise under nitrogen. The reaction was then warmed to 80° C. for 3 hours. The reaction was cooled and poured into a beaker of ice, and then basified with K2CO3 [caution]. The aqueous was then extracted with EtOAc (600 mL) and the organics were washed with brine (100 mL), dried over MgSO4, filtered and concentrated in vacuo. This gave 4-bromo-1-hydroxy-2,3-dimethyl-pyridin-1-ium acetate (D5)(18.12 g, 65.677 mmol, 72% yield);

Provenance & Evidence