Acetic Anhydride → (1-Trityl-1H-imidazol-4-YL)methyl acetate

Participants

Reaction Steps

1-Triphenylmethyl-4-(hydroxymethyl)-imidazole (260 mmol) was suspended in pyridine (500 mL). Acetic anhydride (74 mL, 780 mmol) was added dropwise, and the reaction was stirred for 48 hr during which it became homogeneous. The solution was poured into EtOAc, washed sequentially with water, 5% aqueous HCl solution, satd aqueous NaHCO3, solution, and brine. The organic extracts were dried (Na2SO4), and concentrated in vacuo to provide the product as a white powder, which was sufficiently pure for use in the next reaction.

Provenance & Evidence