2-Iodobenzoic acid → HCID 9835030, compound

HRID 616352Notes

Reaction equation

HRID 616352 reaction equation
I[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[OH:21].C(=O)([O-])[O-].[K+].[K+]>N1C=CC=CC=1>[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[O:21][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 69412-Iodobenzoic acidHCID 86632-NaphtholHCID 11430Potassium Carbonate

Product 1

HCID 9835030HCID 9835030, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A well stirred mixture of 37.2 g. (0.15 mole) of o-iodobenzoic acid, 21.6 g. (0.15 mole) of β-naphthol and 20.6 g. (0.15 mole) of potassium carbonate in 300 ml. of pyridine is heated at 50° C. for 1 hour. Cuprous chloride (5 g.) is added and the mixture is refluxed for about 18 hours. The mixture is poured in 1200 ml. of water and filtered. The filtrate is acidified and extracted with methylene chloride. The extracts are dried, evaporated and the residue crystallized from carbon tetrachloride to yield 2-(2-naphthyloxy) benzoic acid.

Workup

  1. additionmixture of 37.2 g
  2. temperaturethe mixture is refluxed for about 18 hours
  3. additionThe mixture is poured in 1200 ml
  4. filtrationof water and filtered
  5. extractionextracted with methylene chloride
  6. customThe extracts are dried
  7. customevaporated
  8. customthe residue crystallized from carbon tetrachloride

Sources & evidence

ORD record
ord-4a798dbdb535428a9b6f1f2efeaf905d
Source dataset
uspto-grants-1978_02
Patent number
US04073912

Reaction notes

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