Hydrazine → 2-Ethyl-6-methoxy-1-benzofuran

Participants

Reaction Steps

As for preferred example of producing 6-hydroxybenzbromarone according to the present invention, it can be produced as follows. That is, for example, 2-acetyl-6-methoxy-benzofuran is reduced using hydrazine to obtain 2-ethyl-6-methoxy-benzofuran, which is then reacted with acid chloride of 4-methoxy-benzoic acid under the presence of tin tetrachloride to yield 2-ethyl-6-methoxy-3-(p-methoxy-benzoyl)-benzofuran. And then methoxy group of benzoyl group is selectively deprotected under the presence of ethane thiol sodium salt to yield 2-ethyl-6-methoxy-3-(p-hydroxy-benzoyl)-benzofuran, which is then brominated by sodium-N-bromosuccinimide under the presence of dimethyl sulfide to obtain 2-ethyl-6-methoxy-3-(3′,5′-dibromo-4′-hydroxy-benzoyl)-benzofuran, and then methoxy group at sixth place is deprotected under the presence of aluminum chloride.

Provenance & Evidence