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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298246Generated: October 30, 2026

Water → HCID 18385105, compound

https://huagongshe.com/reaction/2298246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant5-FluoroindoleHCID 67861—
ReactantBenzonitrile, 3-(bromomethyl)-HCID 97249—
SolventDimethylformamideHCID 6228—
ProductHCID 18385105HCID 18385105103.5%

Reaction Steps

To a solution of 3 g (22.2 mmol) of 5-fluoroindole in 90 ml of dry DMF was added 8.28 g (23 mmol) NaH and 4.51 g (23 mmol) of 3-bromomethyl benzonitrile. The mixture was stirred overnight at and thereafter distributed between water and dihcloromethane. The water layer was extracted twice with dichloromethane, and the combined organic extracts were washed with brine, dried and evaporated. The oily residue was subjected to flash chromatography eluting with dichloromethane/hexane (1/1), to give 5.75 g (76%) of the subtitle product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492406B1
Source datasetuspto-grants-2002_12
ORD IDord-986b54b40865487a90a8b55d1ef43d18
Source noteuspto-grants-2002_12