Sodium Hydroxide → 2-Methyl-5-nitropyridine

Participants

Reaction Conditions

Reaction Steps

To 2-(5-nitro-pyridin-2-yl)-malonic acid diethyl ester (12.0 g, 42.5 mmol) was added cold aq. 20% sulfuric acid (120 mL) and the mixture was heated to 100° C. for 2 h. The cooled reaction was added to cold dilute sodium hydroxide solution and the pH adjusted to pH ˜10. The organics were extracted with dichloromethane (×4), then the combined organic phases were dried over sodium sulfate. The filtrate was concentrated to afford 2-methyl-5-nitro pyridine (5.0 g, 83%) as a brown solid.

Provenance & Evidence