Reaktion #595374
ord-13359075c949400f990f517dcbf7eff1
Reaktionsgleichung
methyl 4-bromo-2,5-difluorobenzoate
NaOMe
→
title compound
methyl 4-bromo-5-fluoro-2-methoxybenzoate
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1workup.WAITat rt for 30 min
- 2Sonstigewas then brought back to 0° C.
- 3Sonstigequenched with EtOAc and 1M HCl
- 4SonstigeThe organic layer was separated
- 5Extraktionthe aqueous phase was extracted with EtOAc
- 6Trocknendried over Na2SO4
- 7Einengenconcentrated
- 8Sonstigepurified by flash chromatography (Pentane/EtOAc=9:1)
Vorschrift
To a solution of methyl 4-bromo-2,5-difluorobenzoate (i-7c) (0.5 g, 2 mmol) in DMF (5 mL) at 0° C. was added NaOMe (25% in MeOH, 0.45 mL, 2 mmol). The reaction mixture was stirred at 0° C. for 10 min and then at rt for 30 min. The mixture was then brought back to 0° C. and quenched with EtOAc and 1M HCl. The organic layer was separated, and the aqueous phase was extracted with EtOAc, dried over Na2SO4, concentrated and purified by flash chromatography (Pentane/EtOAc=9:1) to give the title compound. LCMS (ESI) calc'd for C9H8BrFO3 [M+H]+: 263. found: 263