Water → HCID 86687949, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 4-amino-2,6-dimethoxybenzoate (510 mg, 2.42 mmol) in acetonitrile (10 mL) at 0° C. was added Selectfluor® (940 mg, 2.66 mmol). The mixture was stirred 30 minutes at 0° C. then water (10 mL) was added. The reaction was extracted twice with ethyl acetate (30 mL). The organic phases were combined, passed through a hydrophobic frit and the solvent was removed in vacuo. Purification of the residue via silica gel column chromatography (0-100% EtOAc in iso-hexane) gave methyl 4-amino-3-fluoro-2,6-dimethoxybenzoate (114 mg, 20%) as a yellow solid. 1H NMR (400 MHz, CDCl3): δ 6.05 (d, J=6.4 Hz, 1H), 3.93 (s, 3H), 3.88 (s, 3H), 3.75 (s, 3H).

Provenance & Evidence