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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007493Generated: October 28, 2026

Toluene → 4-(3-cyclohexylmethyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenylacetonitrile

https://huagongshe.com/reaction/1007493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CyanideHCID 8929—
Reactant4-(3-Cyclohexylmethyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-benzyl bromideHCID 22669879—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(3-cyclohexylmethyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenylacetonitrileHCID 22669674—

Reaction Steps

Preparation is carried out in analogy to the procedure of Example VIII from 0.85 g (1.59 mmol) of benzyl bromide from Example XXII with 0.1 g (1.99 mmol) of sodium cyanide in 5 ml of dimethylformamide and 0.5 ml of water at 50° C. in 1.5 hours. The chromatography of the crude product is carried out on silica gel 60 by means of toluene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794406B2
Source datasetuspto-grants-2004_09
ORD IDord-c27f8a1de1a14e6d853be4c646c12199
Source noteuspto-grants-2004_09