Trifluoroacetic acid → HCID 64194249, compound

Into a 500-mL round-bottom flask, was placed a solution of tert-butyl N-[2-bromo-4-[(4-chlorophenyl)carbonyl]phenyl]carbamate (20 g, 48.70 mmol, 1.00 equip) in dichloromethane (300 mL). To the resulting mixture was then added trifluoroacetic acid (38 mL, 10.00 equip) dropwise with stirring. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of saturated sodium bicarbonate (500 mL). The resulting solution was extracted with DCM (500 mL) and the organic layers combined and dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The resulting residue was recrystallized from ethyl acetate:petroleum ether in the ratio of 1:15 to yield 2-bromo-4-[(4-chlorophenyl)carbonyl]aniline as a light yellow solid. LCMS (ES, m/z) 310 [M+H]+

1. customInto a 500-mL round-bottom flask, was placed
2. customThe reaction was then quenched by the addition of saturated sodium bicarbonate (500 mL)
3. extractionThe resulting solution was extracted with DCM (500 mL)
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationThe solids were filtered out
6. concentrationThe resulting mixture was concentrated under vacuum
7. customThe resulting residue was recrystallized from ethyl acetate

ORD record

ord-73b0aa91fa424a1bade0d7551a649f4e

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09266835B2