4-Hydroxybenzoic Acid → 4-Hydroxy-3-iodobenzoic acid (2IPCOOH)

HRID 133705Notes

Reaction equation

HRID 133705 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].[I-:13].[Na+].Cl[O-].[Na+].OS(O)(=O)=O>O>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[I:13]

Participants

7

Reactant 5

HCID 1354-Hydroxybenzoic AcidHCID 1118Sulfuric AcidHCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 23665760Sodium Hypochlorite

Product 1

HCID 4494734-Hydroxy-3-iodobenzoic acid (2IPCOOH)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 g of 4-hydroxybenzoic acid are placed in 780 ml of water containing 18 g of sodium hydroxide, 49.5 g of sodium iodide are added, 675 ml of 3.5% sodium hypochlorite solution are run in slowly and the mixture is left with stirring at AT for 13 hours. 60 ml of concentrated H2SO4 are added and then, after cooling, the precipitate formed is filtered off and washed with water. This gives 32.46 g of the expected compound, m.p.=163° C.

Workup

  1. additionare added
  2. waitis left
  3. temperatureafter cooling
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. washwashed with water

Sources & evidence

ORD record
ord-f4bd56211cd14a3fb5d2d390152a6732
Source dataset
uspto-grants-2008_06
Patent number
US07390924B2

Reaction notes

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