PURPOSE: To safely obtain the subject compound useful as an intermediate for pharmaceuticals at a low cost by using 3-methoxyphenol and 4-chloro-3- nitrobenzoic acid as raw materials and subjecting the compounds to diphenyl etherification reaction, reduction reaction and acetylation reaction using an aqueous solvent.
CONSTITUTION: 3-Methoxyphenol and 4-chloro-3-nitrobenzoic acid are used as raw materials for the objective compound. The raw materials are subjected to diphenyl etherification reaction in water, a water-soluble aprotic polar organic solvent (e.g. N,N'-dimethylimidasolidinone) or their mixture in the presence of an alkali such as sodium hydroxide and the resultant 4-(3-methoxyphenoxy)-3- nitrobenzoic acid is catalytically reduced, without separating from the reaction system, in water or a water-containing organic solvent in the presence of a catalyst such as Raney-nickel in hydrogen stream under agitation. Finally, the product is acetylated in water or a water-containing organic solvent to obtain the objective compound.
SHIMIZU HIROHITO
KATO MASAHIRO
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