Phosphoric Acid → 1-Methylazulene

Participants

Reaction Steps

5.91 g of compound B is dissolved in 60 ml. of phosphoric acid and the mixture is heated (90°-80° C.) on a water bath for 15 minutes. After cooling the mixture is poured into 300 ml of ice-water and extracted with n-hexane. The organic layer is separated, washed with water, dried over anhydrous sodium sulfonate and fractionated by silicagel column chromatography using benzene as eluent to give 3.72 g (90.1%) of the objective compound.

Provenance & Evidence