Methanol → 2-Iodo-4-methoxybenzoic acid

HRID 1973089Notes

Reaction equation

HRID 1973089 reaction equation
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[I:12].CO.[OH-].[K+]>O>[I:12][C:5]1[CH:6]=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:4]=1[C:3]([OH:13])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 54385122Methyl 2-iodo-4-methoxybenzoate

Product 1

HCID 128221822-Iodo-4-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

205 G. of 2-iodo-4methoxy-benzoic acid methyl ester, 400 ml. of methanol, 390 ml. of water and 95 g. of potassium hydroxide are stirred at 48° C. for 30 minutes. The solution is then concentrated under reduced pressure and acidified with aqueous hydrochloric acid. The yellow crystalline 2-iodo-4-methoxy-benzoic acid obtained is removed by filtration, washed neutral with water and dried, melting point 185° C.

Workup

  1. concentrationThe solution is then concentrated under reduced pressure

Sources & evidence

ORD record
ord-6337bb9dcead4d19bf31f6bd1715b869
Source dataset
uspto-grants-1976_12
Patent number
US03996229

Reaction notes

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