Potassium Iodide → Dimethyl 2-(4-benzyloxyphenoxy)malonate

Participants

Reaction Conditions

Reaction Steps

4-Benzyloxyphenol (1.0 g, 4.99 mmol), dimethyl 2-chloromalonate (998.2 mg, 5.99 mmol), cesium carbonate (3.25 g, 9.99 mmol) and potassium iodide (41.45 mg, 0.25 mmol) were stirred in 50 ml of DMF at 60° C. for 1.5 h. Addition of 200 μl of dimethyl 2-chloromalonate was followed by stirring at 60° C. for 1 h and at 80° C. for 1 h and concentration, and the residue was taken up in ethyl acetate and water. The organic phase was separated off, concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 477 mg (29%), M+H+: 331.18.

Provenance & Evidence