ChemicalBook CAS DataBase List 4-Bromo-2-fluorophenylacetic acid

4-Bromo-2-fluorophenylacetic acid synthesis

6synthesis methods

Product Name:4-Bromo-2-fluorophenylacetic acid
CAS Number:114897-92-6
Molecular formula:C8H6BrFO2
Molecular Weight:233.03

4-Bromo-2-fluorophenylacetic acid can be prepared by reacting 2-(4-bromo-2-fluorophenyl)acetonitrile with MeOH in NaOH solution.

114897-91-5
107 suppliers
$13.00/5g

114897-92-6
135 suppliers
$10.00/1g

Yield:114897-92-6 98%

Reaction Conditions:

with potassium hydroxide in ethanol;water;ethyl acetate

Steps:

R.61 4-Bromo-2-fluorophenylacetic acid
REFERENCE EXAMPLE 61 4-Bromo-2-fluorophenylacetic acid To a solution of the compound obtained in reference example 60 (28.0 g, 131 mmol) in EtOH (165 mL) was added KOH (46 g, 710 mmol) in H₂ O (62 mL) and the mixture was stirred at reflux under an argon atmosphere for 18 h. The mixture was allowed to cool and the solvent was concentrated. The residue thus obtained was dissolved in a mixture of EtOAc and H₂ O and the two phases were separated. The aqueous phase was extracted with EtOAc and the combined organic phases dried and concentrated to a crude product. Purification by chromatography on silica gel (hexane-EtOAc, 10%) afforded the title compound as a white solid (30.0 g, 98%). mp 121°-122° C.; ¹ H-NMR-(CDCl₃) δ (TMS): 3.65 (s, 2H), 7.30 (m, 3H), 9.03 (s, 1H). Analysis calculated for C₈ H₆ BrFO₂: C 41.23%; H 2.60%. Found: C 41.43%; H 2.59%.

References:

J. Uriach & Cia, S.A. US5827863, 1998, A

FullText