A solution of 100 g. (1.06 moles) of phenol in 1 l. of methanol is allowed to drop at a rate of 110 ml. per hour (Note 1) over an activated alumina catalyst (Note 2) heated to 530° (Note 3). The exit from the hot tube is attached to a receiver arranged to lead by-product gases to an efficient hood (Note 4). After addition of the methanol solution is finished, the pale yellow product is transferred to a Büchner funnel and washed with methanol. The yield of crude product melting at 135–145° is 112–115 g. (65–67%). Recrystallization from ethanol (50 g. in 650 ml.)gives 85% recovery or from benzene (50 g. in 130 ml.) gives 60% recovery of colorless hexamethylbenzene, m.p. 165–166°.
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