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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402762Generated: October 25, 2026

Iodoethane → 2-Bromo-5-ethoxybenzaldehyde

https://huagongshe.com/reaction/402762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-hydroxybenzaldehydeHCID 387179—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Bromo-5-ethoxybenzaldehydeHCID 301641980.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-bromo-5-hydroxybenzaldehyde (5 g, 24.87 mmol) in DMF (20 mL) was added iodoethane (5.82 g, 37.3 mmol) and K2CO3 (6.88 g, 49.7 mmol) portion wise. The resulting reaction mixture was stirred at 50° C. overnight. After cooling, the mixture was diluted with EtOAc/hexanes (1:1) and water. Layers were separated and the organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated to give the title intermediate (4.6 g) as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742110B2
Source datasetuspto-grants-2014_06
ORD IDord-afb8f9bb4f244c02a5f08709b0479674
Source noteuspto-grants-2014_06