Hydrazine hydrate (1:1) → 4-(Trifluoromethoxy)benzoic acid hydrazide

To an ice-cooled solution of hydrazine hydrate (16 mL, 25% (w/w), 125 mmol) in THF (100 mL) was added a solution of 4-trifluoromethoxybenzoyl chloride (4.3 , 19.2 mmol) in THF (50 mL) over 30 min. The solution was stirred for a further 30 min and then diluted with ether (200 mL). The turbid organic solution was then washed with water (3×200 mL) and brine (200 mL). After drying (Na2SO4), solvent was removed by rotary evaporation. The solid residue was dissolved in ethanol/water (1:1, 200 mL), insoluble material was filtered off, and the filtrate taken to dryness to leave 3.63 g (86%) of pure 4-trifluoromethoxybenzoic acid hydrazide.

1. washThe turbid organic solution was then washed with water (3×200 mL) and brine (200 mL)
2. dry with materialAfter drying (Na2SO4), solvent
3. customwas removed by rotary evaporation
4. dissolutionThe solid residue was dissolved in ethanol/water (1:1, 200 mL)
5. filtrationinsoluble material was filtered off

ORD record

ord-5b3921ff5f004c56acc92c154dd08193

Source dataset

uspto-grants-2003_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06503949B1