Benzene → (1-Methylcyclohexyl)benzene

Participants

Reaction Conditions

Reaction Steps

A mixed solution of 75.0 mL (632 mmol) of 1-methyl-1-cyclohexene and 56.4 mL (632 mmol) of benzene was added dropwise to 225.6 mL (2.53 mol) of a benzene solution of 231 g (2.36 mol) of sulfuric acid at 0° C. over 1.5 hours. The resulting mixture was stirred at 0° C. for 1.5 hours. The reaction mixture was quenched with 300 mL of water to separate the aqueous layer. The resulting organic layer thus obtained was washed with 100 mL of a saturated aqueous solution of sodium bicarbonate, 100 mL of water, and 100 mL of saturated saline and dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated to obtain crude 1-methylcyclohexylbenzene. The resulting crude 1-methylcyclohexylbenzene was purified by distillation under reduced pressure (110 to 113° C./10 mmHg) to obtain 40.2 g of the intended product. Yield: 36.5%.

Provenance & Evidence