3-Hydroxy-2-naphthoic acid → 3-Hydroxy-4-iodonaphthalene-2-carboxylic acid

HRID 1361006Notes

Reaction equation

HRID 1361006 reaction equation
[OH:1][C:2]1[C:3]([C:12]([OH:14])=[O:13])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[I:15]Cl>C(O)(=O)C>[I:15][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:12]([OH:14])=[O:13])[C:2]=1[OH:1]

Participants

4

Reactant 2

HCID 71043-Hydroxy-2-naphthoic acidHCID 24640Iodine chloride

Product 1

HCID 2422513-Hydroxy-4-iodonaphthalene-2-carboxylic acidYield 85%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Hydroxynaphthalene-2-carboxylic acid (0.5 g, 2.7 mmol) was suspended in acetic acid (5 mL) and with stirring iodine monochloride (135 μL, 2.7 mml) was added. The suspension was stirred at room temperature for 1 hour, filtered and washed with water. Drying afforded 0.72 g (85%) of 4-iodo-3-hydroxynaphthalene-2-carboxylic acid as a solid.

Workup

  1. additionwas added
  2. filtrationfiltered
  3. washwashed with water
  4. customDrying

Sources & evidence

ORD record
ord-299bc2d3ad86405fbcba1407a57321f8
Source dataset
uspto-grants-2011_02
Patent number
US07879893B2

Reaction notes

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