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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7497Generated: October 26, 2026

Benzyl Bromide → 5-Benzyloxy-2-fluoro-4-methylnitrobenzene

https://huagongshe.com/reaction/7497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluoro-2-methyl-5-nitrophenolHCID 10821059—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Benzyloxy-2-fluoro-4-methylnitrobenzeneHCID 2199105780.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

The starting material 5-benzyloxy-2-fluoro-4-methylnitrobenzene was obtained by adding benzyl bromide (3 ml, 25 mmol) to a solution of 2-fluoro-5-hydroxy-4-methylnitrobenzene (3.92 mg, 23 mmol) in DMF (70 ml) containing potassium carbonate (9.5 g, 68 mmol). After stirring for 3 hours at 60° C. the mixture was diluted with water and adjusted to pH2. After extraction with ethyl acetate, the organic layer was washed with water and then brine, dried (MgSO4) and the solvent evaporated. The solid was filtered off, washed with hexane and dried under vacuum to give 5-benzyloxy-2-fluoro-4-methylnitrobenzene (4.83 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087602B2
Source datasetuspto-grants-2006_08
ORD IDord-aeca40a5c11b49e09fe5ba429ff41801
Source noteuspto-grants-2006_08