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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427849Generated: October 30, 2026

p-Fluoronitrobenzene → 2-Bromo-4-methoxy-3-(4-nitrophenoxy)benzaldehyde

https://huagongshe.com/reaction/2427849

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium HydroxideHCID 14797—
Reactant2-BromoisovanillinHCID 224011—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2-Bromo-4-methoxy-3-(4-nitrophenoxy)benzaldehydeHCID 21105706—

Reaction Conditions

Temperature130 °C

Reaction Steps

2-Bromo-3-hydroxy-4-methoxy-benzaldehyde (15.0 g, 64.9 mmoles) is dissolved in DMSO (100 mL). Potassium hydroxide (4.01 g, 71.4 mmoles) and 1-Fluoro-4-nitro-benzene (13.74 g, 97.4 mmoles) are added to the solution. The reaction mixture is stirred at 130° C. for 3 hours. As the crude is poured in water (500 mL), precipitation occurs. The solid is filtered, washed with water and dried under vacuum overnight. The pale-brown solid obtained (23.4 g) is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968724B2
Source datasetuspto-grants-2011_06
ORD IDord-61fba52e49364d828bdaf9989255217d
Source noteuspto-grants-2011_06