Water → 2-(Benzyloxy)-1-bromo-3,5-difluorobenzene

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Benzyl Bromide	HCID 7498	—
Reactant	Potassium Hydroxide	HCID 14797	—
Reactant	2-Bromo-4,6-difluorophenol	HCID 2736290	—
Catalyst	Tetrabutylammonium Bromide	HCID 74236	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-(Benzyloxy)-1-bromo-3,5-difluorobenzene	HCID 46739398	96%

Reaction Conditions

Temperature	64 °C

Reaction Steps

2-Bromo-4,6-difluoro-phenol (10 g, 48 mmol), Bu4NBr (0.24 g, 0.72 mol) and BnBr (8.22 g, 48 mmol) was mixed in THF (100 mL). 50% KOH (13.46 g, 240 mmol) was added to the mixture, heated to 64° C. and stirred for 2 h. Water was added to the mixture, the aqueous layer was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to give the crude product 2-(benzyloxy)-1-bromo-3,5-difluorobenzene (13.7 g, 96%), which was used immediately without purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08487108B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-dcd84c1e2a634e4498fcffdf2a6188a7
Source note	uspto-grants-2013_07