Methanol → 1,3-Di-tert-butylbenzene

Participants

Reaction Steps

In a nitrogen atmosphere under normal pressure, 2,4-di-tert-butylphenyl methanesulfonate (500 g, 1.76 mols), ammonium acetate (678 g, 8.79 mols) and methanol (3000 g) were mixed at 25° C., and with stirring, 10 mass % Pd/carbon (50 mass % water-containing product) (100 g) (as metal palladium; 1 mass % relative to 2,4-di-tert-butylphenyl methanesulfonate) as supported by a carbon carrier having a specific surface area of 780 m2/g (by BET method) and powdery magnesium (60 g, 2.46 mols) were put into it. With stirring, the reaction liquid was reacted at the same temperature for 9 hours. Water (1000 mL) was added to the reaction liquid and Pd-carbon was separated through filtration, then heptane (1000 g) was added to the filtrate. The organic layer obtained after extraction was concentrated under reduced pressure to give crude 1,3-di-tert-butylbenzene (318 g, yield 95% by mass). The result is shown in Table I-1.

Provenance & Evidence