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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508581Generated: October 29, 2026

Water → HCID 17221165, compound

https://huagongshe.com/reaction/508581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
Reactant4-Fluorobenzyl bromideHCID 68021—
ReactantIndole-5-carboxaldehydeHCID 589040—
SolventDimethylformamideHCID 6228—
ProductHCID 17221165HCID 1722116568.8%

Reaction Steps

Indole-5-carboaldehyde (1.0 g) was dissolved in DMF (14 mL), and potassium hydroxide (460 mg) and 4-fluorobenzyl bromide (1.4 g) were sequentially added thereto under ice cooling. The mixture was stirred for 65 hours at room temperature. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (20% to 50% ethyl acetate/hexane), and the title compound (1.2 g) was obtained as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096531B2
Source datasetuspto-grants-2015_08
ORD IDord-71e82b854291411994503fec34389ea0
Source noteuspto-grants-2015_08