Hydrochloric Acid → 3-Hydroxy-4-iodobenzoic acid

HRID 1831779Notes

Reaction equation

HRID 1831779 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].C([O-])([O-])=O.[Na+].[Na+].[I:17]I.Cl>O>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[I:17])[C:5]([OH:7])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 74203-Hydroxybenzoic AcidHCID 10340Sodium Carbonate

Product 1

HCID 7368543-Hydroxy-4-iodobenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 26 g 3-Hydroxybenzoic acid and 43 g Na2CO3 in 45 mg H2O at 100° C. was added dropwise a solution of 48 g KI and 48 g iodine in 135 ml H2O. After heating for additional 3 h the mixture was cooled to RT and acidified with concentrated HCl. The title compound precipitated as a white solid and was collected by filtration.

Workup

  1. temperatureAfter heating for additional 3 h the mixture
  2. customThe title compound precipitated as a white solid
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-784c072c80b041afaac8f5c624fa5185
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

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