Hydrogen Peroxide → 1-Naphthol

HRID 904756Notes

Reaction equation

HRID 904756 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.OO.C1C2C(=CC=CC=2)C=CC=1[OH:23]>>[C:9]1([OH:23])[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 784Hydrogen Peroxide2×HCID 931Naphthalene2×HCID 86632-Naphthol

Product 1

HCID 70051-Naphthol

Procedure

A process for the regioselective hydroxylation of naphthalene with hydrogen peroxide giving either α- or β-naphthol in high isomeric purity between about 92 and 98+% depending on the acid system employed to carry out the reaction which comprises reacting naphthalene with a molar excess of hydrogen peroxide in an acid system having an Ho acidity function of -11 or less to produce α-naphthol with an isomeric purity between about 92 and 98+% or in a superacidic system having an Ho acidity function in excess of -11 to produce β-naphthol with an isomeric purity between about 92 and 98+%.

Workup

  1. customthe reaction which

Sources & evidence

ORD record
ord-779251cf4c9544c0bef03012010e7c59
Source dataset
uspto-grants-1983_12
Patent number
US04419528

Reaction notes

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