6-(Acetyloxy)-2-naphthalenecarboxylic acid → 6-Hydroxy-2-naphthoic acid

HRID 2290952Notes

Reaction equation

HRID 2290952 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([OH:17])=[O:16])[CH:9]=[CH:8]2)(=O)C>O>[OH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([C:15]([OH:17])=[O:16])[CH:9]=[CH:8]2

Participants

3

Reactant 1

HCID 870386-(Acetyloxy)-2-naphthalenecarboxylic acid

Product 1

HCID 855576-Hydroxy-2-naphthoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 parts of a moist 6-acetoxy-2-naphthoic acid containing 60 parts of water, such as obtainable, for example, according to the above Example 6 before this product has been dried, are stirred in 300 parts of an about 70% aqueous sulfuric acid solution at a temperature between 90° and 100° C. for 4 hours. The 6-hydroxy-2-naphthoic acid which is formed and which precipitates, is filtered off after the reaction batch has been cooled to 70° to 80° C., washed with hot water and dried. 31 parts of a pure 6-hydroxy-2-naphthoic acid is obtained, having a melting point of 245° C. (according to Example 1 of U.S. Pat. No. 1,593,816, recrystallized 6-hydroxy-2-naphthoic acid has a melting point of 245° C.).

Workup

  1. customhas been dried

Sources & evidence

ORD record
ord-445f7770b75a497288f1be1be40267f0
Source dataset
uspto-grants-1986_10
Patent number
US04618701

Reaction notes

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