PURPOSE: The nitro group in 3-nitro-nucleus-substitued halogneophenol is hydro genated into amino group, and dehalogenation and deprotection of the phenol group are simultaneously effected to give the titled compound of high purity in high yield.
CONSTITUTION: An ester of formula I (X is halogen; A is H, halogen; E is protection group for phenol) is nitrated, then the nitro group of the product of formula II is hydrogenated into amino group. Simultaneously, the dehalogenation of the uncleus-substituting halogens and the hydrolysis of E are effected to give m-aminophenol. Or an ether of formula III is nitrated, and the product of formula IV is allowed to react with a hydrogen halide in the presence of a phase-transfer catalyst and dealkylated. The product is subjected to hydrogenation of the nitro group into amino group and to dehalogenation to give the objective compound of high purity. Nitration is preferably carried out with 50W80% nitric acid.
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