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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625703Generated: October 27, 2026

Imidazole → (S)-4-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-indan-5-carbonitrile

https://huagongshe.com/reaction/625703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(S)-4-bromo-1-hydroxy-indan-5-carbonitrileHCID 86700772—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(S)-4-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-indan-5-carbonitrileHCID 123266554—

Reaction Steps

(S)-4-Bromo-1-hydroxy-indan-5-carbonitrile (0.90 g, 3.78 mmol), imidazole (0.64 g, 9.45 mmol) and tert-butyldimethylchlorosilane (0.80 g, 5.29 mmol) are suspended in dry N,N-dimethylformamide and stirred at room temperature for 3 hours. The mixture is diluted with water and extracted with ethyl acetate. The organic extracts are dried and the solvent removed to give the crude product which is used directly in the next step (Yield 1.20 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09308194B2
Source datasetuspto-grants-2016_04
ORD IDord-387363667b5943e4a343ac8bb203ef8a
Source noteuspto-grants-2016_04