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ChemicalBook CAS DataBase List 4-Bromo-2-fluorophenylacetic acid
114897-92-6

4-Bromo-2-fluorophenylacetic acid synthesis

6synthesis methods
4-Bromo-2-fluorophenylacetic acid can be prepared by reacting 2-(4-bromo-2-fluorophenyl)acetonitrile with MeOH in NaOH solution.
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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

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