Water → 5-Methoxy-2-methylpyridine

Participants

Reaction Steps

Sodium hydride (3.6 g, 150 mmol) was added portionwise to 5-hydroxy-2-picoline (15.0 g, 137 mmol) in DMF (120 mL). After 30 min., CH3I (10.2 mL, 156 mmol) was added and the mixture stirred 2 hours at r.t. Water was added and the compound was extracted with Et2O (3×). The organic extracts were washed with brine (2×), dried over Na2SO4 and concentrated in vacuo to give 6.7 g of the title compound.

Provenance & Evidence