Bromine → 6-Amino-3-bromo-2-fluorobenzoic acid

Temperatur

-78 °C

To a solution of 2-amino-6-fluorobenzoic acid (12.0 g, 77.35 mmol) in methanol (150 mL) was added bromine (15.7 mL) at −78° C., and the mixture was stirred 2 hours at −78° C. The reaction mixture was quenched with ice-water (100 mL) and aqueous solution of sodium sulfothioate, and extracted with ethyl acetate (150 mL×3). The organic layers were separated, combined, washed with water (100 mL) and brine (100 mL), dried over sodium sulfate, filtered and concentrated to afford the title crude product (9.0 g, 50%). MS (ES+) C7H5BrFNO2 requires: 232, found: 233, 235 [M+H]+.

1. customThe reaction mixture was quenched with ice-water (100 mL) and aqueous solution of sodium sulfothioate
2. extractionextracted with ethyl acetate (150 mL×3)
3. customThe organic layers were separated
4. washwashed with water (100 mL) and brine (100 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated

ORD-Eintrag

ord-3be058ae97094217b22ec234aab109a0

Quelldatensatz

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09434700B2