Methyl iodide → 3-Iodo-4,5-dimethoxybenzaldehyde

Participants

Reaction Steps

5-iodovanillin (6.0 g, 21.58 mmole), potassium carbonate (5.96 g, 43.16 mmole), iodomethane (9.06 g, 64.77 mmole) and dry DMF (50 ml) were stirred at room temperature under an argon atmosphere overnight. The reaction was quenched with 250 ml H2O and extracted with diethyl ether. The organic layer was dried over MgSO4, and concentrated to an oil in vacuo which was purified by flash column chromatography using 3:1 hexane/ethyl acetate as eluent. The column gives 5.814 g (92%) of a white solid.

Provenance & Evidence