Methanol → 1,3-Di-tert-butylbenzene

Participants

Reaction Conditions

Reaction Steps

In a nitrogen atmosphere, 2,4-di-tert-butylphenyl methanesulfonate (500 g, 1.76 mols), sodium formate (239 g, 3.52 mols), methanol (2400 g) and water (600 g) were mixed at 25° C., and with stirring, 10 mass % Pd/carbon (50 mass water-containing product) (30 g) (as metal palladium; 0.3 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) was put into it. Still kept stirred, this was heated up to 65° C., taking 1 hour, and reacted for 6 hours. Water (100 mL) was added to the reaction liquid and Pd-carbon was separated through filtration, then heptane (500 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 (331 g, yield 99% by mass). The result is shown in Table I-1.

Provenance & Evidence