Hydrazine → HCID 178434225, compound

Temperature

117 °C

1-(5-Bromo-2-fluoro-phenyl)-ethanone (66.0 g, 304 mmol) and 350 mL anhydrous hydrazine were charged into a 1 Liter round bottom flask. The resulting reaction mixture was refluxed at 117° C. for 5 hours. After this period, the reaction mixture was allowed to cool to room temperature, and the excess hydrazine was evaporated under reduced pressure to yield a white solid. 400 mL water was poured into the resulting solid and the water was then filtered off. The solid was washed with 400 mL water twice. To remove the trace amount of hydrazine, the white solid was taken up in 600 mL EtOAc and washed with 300 mL water twice and saturated brine solution. The EtOAc layer was then dried over sodium sulfate. Removal of the solvent gave the desired product as a white amorphous solid (60.0 g, yield=94%). The product was used directly in the next step without further purification.

1. customThe resulting reaction mixture
2. waitAfter this period
3. temperatureto cool to room temperature
4. customthe excess hydrazine was evaporated under reduced pressure
5. customto yield a white solid
6. filtrationthe water was then filtered off
7. washThe solid was washed with 400 mL water twice
8. customTo remove the trace amount of hydrazine
9. washwashed with 300 mL water twice
10. dry with materialThe EtOAc layer was then dried over sodium sulfate
11. customRemoval of the solvent

ORD record

ord-5c9fbc8452d5413b8d4ca07b2f77ddfd

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07897619B2