4-Methyloxybenzyl chloride → HCID 67303374, compound

Participants

Reaction Steps

To a suspension of 2-methyl-3-hydroxypyridine (71) (10 g, 91.6 mmol) in toluene (45 mL) was added 4-methyoxybenzyl chloride (72) (12.4 mL, 1 eq). The mixture was refluxed overnight. The solvent was concentrated to about ⅓ of the volume. After cooling, the solid was isolated via filtration and washed with a small amount of toluene to give the desired product, which was used without further purification. 1H NMR (d6-DMSO) δ 8.61 (d, 1H, J=6 Hz), 8.16 (d, 1H, J=8.4 Hz), 7.85 (t, 1H, J=6.9 Hz), 7.28 (d, 2H, J=8.1 Hz), 7.02 (d, 2H, J=8.4 Hz), 5.82 (s, 2H), 3.79 (s 3H), 2.59 (s, 3H).

Provenance & Evidence