Potassium Iodide → HCID 67324883, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl bromoacetate (80 mL; 0.72 mol, Aldrich, 98%) was added to a solution of 4-iodo-methylsalicylate (200 g, 0.72 mol; 1.0 eq), potassium carbonate (198 g, 2 eq, 1.44 mol) and potassium iodide (17.8 g 0.107 mol 0.15 eq) in acetone under nitrogen. The reaction was stirred at 50° C. for 5 h and at r.t. for 16 h. The reaction mixture was filtered and the solid was washed with acetone. The liquors were concentrated to a dark brown oil and dried under house vacuum to afford 241 g of methyl 2-(2-ethoxy-2-oxoethoxy)-4-iodobenzoate. 1H-NMR (400 MHz, CDCl3): δ 1.31 (t, 3H), 3.89 (s, 3H), 4.28 (q, 2H), 4.70 (s, 2H), 7.22 (d, 1H), 7.41 (dd, 1H), 7.54 (d, 1H).

Provenance & Evidence