Pivaloyl chloride → HCID 22240004, compound

Participants

Reaction Steps

Compound C4 (10.2 g, 29.0 mmol) was dissolved in pyridine (10 mL), to the solution was added pivaloyl chloride (3.50 mL, 30.5 mmol, 1.1 equivalents), and then the mixture was stirred at room temperature for 24 hours. After the reaction solution was concentrated, ethyl acetate was added to the resulting residue, and the deposited solid (7.51 g, 59%) was collected by filtration. The resulting solid was dissolved in 2 mol/L aqueous sodium hydroxide (50 mL), the mixture was refluxed with heating for 1 hour, and the reaction mixture was adjusted to pH 6 with 4 mol/L hydrochloric acid under ice cooling. The deposited solid was collected by filtration and dried under reduced pressure to obtain the title compound (6.61 g, 92%).

Provenance & Evidence