N-bromobutanimide → 3-Amino-4-bromo-2,6-dichlorobenzoic acid

Temperatur

90 °C

A mixture of 3-amino-2,6-dichlorobenzoic acid (5 g, 24 mmol, Step b) in acetonitrile (50 mL) was treated with N-bromosuccinimide (5.1 g, 29 mmol) and the reaction mixture was stirred at 90° C. for 45 minutes. Acetonitrile was removed in vaccuo and the residue was partitioned between water (200 mL) and ethyl acetate (200 mL). The organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2×100 mL). The combined organics were dried over anhydrous sodium sulfate and concentrated to afford 3-amino-4-bromo-2,6-dichloro-benzoic acid (5 g, 73%).

1. customAcetonitrile was removed in vaccuo
2. customthe residue was partitioned between water (200 mL) and ethyl acetate (200 mL)
3. customThe organic layer was separated
4. extractionthe aqueous layer was again extracted with ethyl acetate (2×100 mL)
5. dry with materialThe combined organics were dried over anhydrous sodium sulfate
6. concentrationconcentrated

ORD-Eintrag

ord-8117e28d0de44f39b7a97d7a320440b7

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08980911B2