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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587047Generated: October 30, 2026

Water → HCID 22328906, compound

https://huagongshe.com/reaction/587047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2-fluorobenzaldehydeHCID 736327—
ReactantHCID 22329086HCID 22329086—
SolventDimethylformamideHCID 6228—
ProductHCID 22328906HCID 2232890625.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

In DMF (43.9 ml) was dissolved tert-butyl 4-[(2-ethoxyethyl)amino]butyrate (5.5 g). To the solution was added 5-bromo-2-fluorobenzaldehyde (4.4 g), followed by addition of potassium carbonate (3.6 g). The mixture was stirred at 90° C. for 60 hours and cooled to room temperature. The reaction solution was added to water, the mixture was extracted with ethyl acetate, washed with saturated brine and dried with magnesium sulfate. The solvent was removed under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=6/1→5/1) to give tert-butyl 4-(4-bromo(2-ethoxyethyl)-2-formylanilino]butyrate (2.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936602B1
Source datasetuspto-grants-2005_08
ORD IDord-38a1d8439bdf4401aeaf9b4335a200b8
Source noteuspto-grants-2005_08