Azobisisobutyronitrile → Benzoic acid, 3-(bromomethyl)-4-fluoro-, methyl ester

Participants

Role	Name	HCID	Charge
Reactant	Azobisisobutyronitrile	HCID 6547	—
Reactant	N-bromobutanimide	HCID 67184	—
Reactant	Methyl 4-fluoro-3-methylbenzoate	HCID 18788764	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	Benzoic acid, 3-(bromomethyl)-4-fluoro-, methyl ester	HCID 53419607	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

NBS (14.60 g) and AIBN (2.89 g) were added to a solution of the product from step (i) (9.85 g) in EtOAc (200 mL). The resulting mixture was stirred at 80° C. for 20 h. After cooling the mixture was washed with sat. sodium thiosulphate, brine, dried, filtered and the solvent removed. The crude product was purified using chromatography, to give the subtitle compound, 5.30 g.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08268990B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-aff4b01fc1cd4aeaa683fa23fe62c11d
Source note	uspto-grants-2012_09