Toluene → Ethanone, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-

Participants

Reaction Steps

In a 3-liter four-necked flask equipped with a dropping funnel, thermometer, condenser and a stirrer, placed were aluminum chloride (70 g) and toluene (300 ml) under ice cooling in a nitrogen gas stream. Under stirring, a solution of mesityl oxide (120 g) in toluene (300 ml) was added drop by drop during 1 hour at 2 to 5° C. After the addition, a solution of 1,3-pentadiene (450 g) in toluene (1,200 ml) was added drop by drop at 0 to −5° C. during 4 hours. After the addition, the mixture was stirred at the same temperature for 3 hours. After 3 hours at 30 to 40° C., the reaction was completed. The reaction mixture was cooled, followed by decomposition, washing with water (1,200 ml). After further washing with water (1,200 ml), the reaction mixture was washed with a 5% aqueous solution (500 ml) of sodium carbonate. Final washing with saturated salt solution (500 ml) gave a toluene solution of the product.

Provenance & Evidence