1-Hydroxy-2-naphthoic acid → 4-Bromo-1-hydroxynaphthalene-2-carboxylic acid

HRID 46217

Reaction equation

HRID 46217 reaction equation
[Br:1]Br.[OH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][C:5]=1[C:14]([OH:16])=[O:15]>C(O)(=O)C>[Br:1][C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([OH:3])=[C:5]([C:14]([OH:16])=[O:15])[CH:6]=1

Participants

4

Reactant 2

HCID 68441-Hydroxy-2-naphthoic acid2×HCID 24408Bromine

Product 1

HCID 2893934-Bromo-1-hydroxynaphthalene-2-carboxylic acidYield 92.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (6.1 mL, 120 mmol) was added to a solution of 1-hydroxy-2-naphthoic acid (compound 66, 18.9 g, 100 mmol) in glacial acetic acid (250 mL). The mixture was stirred at room temperature overnight. The resulting solid was filtered and dried in vacuo to yield the title compound (24.6 g, 92%) as a white solid.

Workup

  1. filtrationThe resulting solid was filtered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-50e18a4d23c74d9490e3660b81c779fe
Source dataset
uspto-grants-2013_09
Patent number
US08541380B2

Linked notes

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