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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007489Generated: October 28, 2026

Toluene → 4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichlorophenylacetonitrile

https://huagongshe.com/reaction/1007489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CyanideHCID 8929—
Reactant4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichlorobenzyl bromideHCID 22669624—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
Product4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichlorophenylacetonitrileHCID 22669850—

Reaction Steps

Analogously to the procedure of Example VIII, 1.0 g (2.42 mmol) of benzyl bromide from Example XVIII is reacted with 0.15 g (3.03 mmol) of sodium cyanide in DMF/H2O (10:1) at 50° C. in 60 min. After isolation of the crude product (distilling off DMF and quenching with ethyl acetate/water), chromatography 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-a93689e779454e00ad3b8288f53b9425
Source noteuspto-grants-2004_09