1-(Benzyloxy)-2,5-difluoro-4-nitrobenzene → 4-Amino-2,5-difluorophenol

https://huagongshe.com/reaction/520671

Participants

Role	Name	HCID	Charge
Reactant	1-(Benzyloxy)-2,5-difluoro-4-nitrobenzene	HCID 57470868	—
Catalyst	Palladium	HCID 23938	—
Solvent	Methanol	HCID 887	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	4-Amino-2,5-difluorophenol	HCID 2778762	86.1%

Reaction Conditions

Temperature	32 °C

Reaction Steps

To a suspension of 1-(benzyloxy)-2,5-difluoro-4-nitrobenzene (1.06 g, 4 mmol) in CH3OH (25 mL) and THF (5 mL) was added Pd/C (50% Pd content, 185 mg). The reaction was stirred at 32° C. under H2 atmosphere for 10 hours. The mixture was filtered through a CELITE® pad and the filtrate was concentrated in vacuo. The residue was washed with DCM (15 mL) to give the title compound as a dark brown solid (500 mg, 86%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09326975B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-3ca1c40e947b43f6aac54907d121baf4
Source note	uspto-grants-2016_05