The Vespiary

The Hive => Methods Discourse => Topic started by: dildoque on May 05, 2001, 08:35:00 AM

Title: Hydroquinone
Post by: dildoque on May 05, 2001, 08:35:00 AM
Is there a simple way from 2-alkyl-phenol to 2-alkyl-1,4-dihydroxybenzene ? NO2->NH2->OH or Br->OH ???
Title: Re: Hydroquinone
Post by: Rhodium on May 05, 2001, 10:26:00 AM
Both are possibilities, but I would think that the latter alternative would be better. The first one will produce a lot of o-nitrated phenol. Use a bulky brominating agent, and the para-selectivity will be good. Then reflux the bromide with Cu powder in a KOH solution to get the hydroquinone.

Another method would be to formylate the phenol in the para position, and then oxidize the aldehyde to the phenol using bayer-villiger conditions.


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