Hydrogen Peroxide → 6-Hydroxy-2-naphthoic acid

HRID 980559Notes

Reaction equation

HRID 980559 reaction equation
O(C([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:16]([OH:18])=[O:17])[CH:10]=[CH:9]2)(C)C)O.[OH:19]C(C1C=C2C(=CC=1)C=C(C(O)=O)C=C2)(C)C.OO.Cl(O)(=O)(=O)=O>C(#N)C>[OH:19][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:16]([OH:18])=[O:17])[CH:10]=[CH:9]2

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 24247Perchloric AcidHCID 137823686-(2-Hydroxy-2-propyl)naphthalene-2-carboxylic acidHCID 137823696-(2-Hydroperoxypropan-2-yl)naphthalene-2-carboxylic acid

Product 1

HCID 855576-Hydroxy-2-naphthoic acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The thus obtained white microcrystals consisting of 6-(2-hydroperoxy-2-propyl)naphthalene-2-carboxylic acid and 6-(2-hydroxy-2-propyl)naphthalene-2-carboxylic acid were reacted in acetonitrile at 50° C. for 30 minutes in the presence of hydrogen peroxide and perchloric acid. Thus, the two compounds were subjected to acid decomposition to form 6-hydroxynaphthalene-2-carboxylic acid almost quantitatively.

Sources & evidence

ORD record
ord-1fab9ee774c44d32b15dfecee500a8f5
Source dataset
uspto-grants-1987_01
Patent number
US04638087

Reaction notes

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