Lithium Hydroxide → 2-Methoxy-5-(thiophene-3-yl)benzoic acid

HRID 49953Notes

Reaction equation

HRID 49953 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)=[CH:9][C:4]=1[C:5]([O:7]C)=[O:6].[OH-].[Li+]>C1(C)C=CC=CC=1.C(O)C.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]([C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)=[CH:9][C:4]=1[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 17834345Methyl 2-Methoxy-5-(thiophene-3-yl)benzoate

Product 1

HCID 178343612-Methoxy-5-(thiophene-3-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 86587398Ethanol toluene waterSolvent

Procedure

Methyl 2-Methoxy-5-(thiophene-3-yl)benzoate (124 mg) was dissolved in a solvent mixture of tetrahydrofuran/methanol/water (2/1/1, 3 ml). Lithium hydroxide (53 mg) was added to the obtained solution, and they were stirred overnight. The solvent was evaporated, and the residue was added to 3 N hydrochloric acid. The white solid thus precipitated was taken by the filtration as the title compound.

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was added to 3 N hydrochloric acid
  3. customThe white solid thus precipitated
  4. filtrationwas taken by the filtration as the title compound

Sources & evidence

ORD record
ord-482ac188de284002a6553410a0302fe4
Source dataset
uspto-grants-2004_03
Patent number
US06710056B2

Reaction notes

Loading…