Sodium Iodide → HCID 54127100, compound

Participants

Reaction Steps

20 g (185 mmol) of chloromethyl acetate is dissolved in acetone, to which 35 g (230 mmol) of sodium iodide is added. After stirring for 24 hours, 14.8 g (138 mmol) of salicylaldehyde and 38.20 g (276 mmol) of potassium carbonate are dissolved in 100 mL of acetone. The mixture is stirred at room temperature and freshly prepared suspension of iodomethyl acetate is added. After stirring for 24 hours at 50° C., water is added and the mixture is extracted with ethyl acetate. The organic phase is dried over magnesium sulphate, filtered and then concentrated. The residue is purified by silica gel chromatography and eluted with a heptane/ethyl acetate mixture, 7/3. 21.79 g of 2-acetoxymethoxy-benzaldehyde is obtained in the form of a yellow oil at a yield of 98%.

Provenance & Evidence