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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513798Generated: October 29, 2026

Benzyl Bromide → 5-Benzyloxy-8-nitro-quinoline

https://huagongshe.com/reaction/513798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant8-Nitroquinolin-5-olHCID 5297354—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Benzyloxy-8-nitro-quinolineHCID 6818325869%

Reaction Conditions

Temperature90 °C

Reaction Steps

Bromomethyl-benzene (424 μl, 3.57 mmol) and K2CO3 (493 mg, 3.57 mmol) were added to a solution of 8-nitro-quinolin-5-ol 563 (566 mg, 2.98 mmol) in DMF (5 ml) and the mixture was heated at 90° C. for 6 h. After cooling, the mixture was diluted with water (25 ml) and the aqueous phase was extracted with EtOAc. The combined organic phases were washed with brine (25 ml), dried (Na2SO4) and concentrated in vacuo to give the title compound (572 mg, 69%) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-b9066617c1b1418c863d1d45f1efddac
Source noteuspto-grants-2015_08