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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096998Generated: November 2, 2026

Water → HCID 28492488, compound

https://huagongshe.com/reaction/2096998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluorobenzyl bromideHCID 68021—
Reactant4-BromoisatinHCID 4500012—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 28492488HCID 2849248890.8%

Reaction Steps

To 4-bromoindoline-2,3-dione (200 mg, 0.89 mmol) in 5 ml DMF was added 4-Fluorobenzylbromide (0.120 ml, 0.98 mmol) then add NaH (35 mg, 0.89 mmol) and stir at room temperature overnight. Work up by adding water and EtOAc and extract three times with EtOAc. Pool all organics and wash one time with brine then dry over sodium sulfate, filter and concentrate to dryness. The residue was purified by chromatography over silica gel (eluted with Hexanes/EtOAc 99:1 to 50:50) to provide 270 mg (90%) of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450343B2
Source datasetuspto-grants-2013_05
ORD IDord-e6864e725592439b9f891b9cdea8733c
Source noteuspto-grants-2013_05