Sodium Hydroxide → 4-Bromo-3,5-diethoxybenzoic acid

To a stirred solution of methyl 4-bromo-3,5-diethoxybenzoate (3 g) in a mixture of THF (25 ml) and MeOH (10 ml) was added aqueous 1N NaOH (20 ml) and the reaction mixture was stirred at room temperature for 6 h. The mixture was concentrated under reduced pressure, the residue was diluted with H2O and diethylether. The aqueous layer was acidified with 1N HCl aq., the mixture was extracted with CHCl3 and dried over sodium sulphate. After filtration and concentration, the residue was dried in vacuo to give the crude title compound as a colorless solid. Thus obtained crude product was used in the next step without further purification.

1. concentrationThe mixture was concentrated under reduced pressure
2. additionthe residue was diluted with H2O and diethylether
3. extractionthe mixture was extracted with CHCl3
4. dry with materialdried over sodium sulphate
5. filtrationAfter filtration and concentration
6. customthe residue was dried in vacuo
7. customto give the crude title compound as a colorless solid
8. customThus obtained crude product
9. customwas used in the next step without further purification

ORD record

ord-51fb277461204064ae1c4ba0a55c18db

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08138197B2