Hydrazine hydrate (1:1) → HCID 178487565, compound

Temperature

150 °C

To a solution of 2-fluoro-4-methoxyacetophenone (1.90 g, 11.3 mmol) in ethanol (20 ml) was added hydrazine hydrate (1.4 ml, 45.0 mmol) and heated at reflux temperature for 6 h. This mixture was evaporated to a residue and ethylene glycol (10 ml) was added. The mixture was heated at 150° C. for 18 h, cooled to room temperature, diluted with water (50 ml), and extracted with dichloromethane (3×60 ml). The combined extracts were washed with brine (10 ml), dried (MgSO4) and evaporated to a residue, which was crystallized from ethyl acetate to give a solid (1.1 g, 59%): MS(ES) m/z 163 (M+).

1. temperatureheated
2. temperatureat reflux temperature for 6 h
3. customThis mixture was evaporated to a residue and ethylene glycol (10 ml)
4. additionwas added
5. temperaturecooled to room temperature
6. additiondiluted with water (50 ml)
7. extractionextracted with dichloromethane (3×60 ml)
8. washThe combined extracts were washed with brine (10 ml)
9. dry with materialdried (MgSO4)
10. customevaporated to a residue, which
11. customwas crystallized from ethyl acetate

ORD record

ord-a7d15d1a142546a1860df0b22757cd02

Source dataset

uspto-grants-2005_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06956036B1