Sodium Iodide → p-Methoxybenzyl iodide

Participants

Reaction Steps

A solution of 1.7 ml (12.8 mmol) of 4-methoxybenzyl chloride (Fluka; Buchs/Switzerland) in 25 ml of acetone is stirred, at RT, together with 9.4 g (62.6 mmol) of sodium iodide. A gas chromatogram of the reaction mixture, carried out after 90 min, indicates that the reaction is complete; the reaction mixture is therefore poured onto ether and this mixture is washed with 10% sodium thiosulfate solution and saline. Drying the organic phase with Na2SO4, and evaporating it, affords the title compound: 1H-NMR (200 MHz, CD3OD: 3.78 (s, 3H), 4.54 (s, 2H), 6.8-6.95 and 7.2-7.4 (2m, each 2H).

Provenance & Evidence