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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007480Generated: October 26, 2026

Sodium Cyanide → 4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenylacetonitrile

https://huagongshe.com/reaction/1007480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-benzyl bromideHCID 22669778—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-phenylacetonitrileHCID 22669693—

Reaction Conditions

Temperature50 °C

Reaction Steps

72.9 mg (1.49 mmol) of sodium cyanide are added at 50° C. to a solution of 0.57 g (1.19 mmol) of benzyl bromide from Example VII in 3.5 ml of dimethylformamide and 0.38 ml of water and the mixture is stirred for 60 minutes at 50° C. Dimethylformamide is subsequently distilled off, the concentrate is diluted with ethyl acetate and water, and the aqueous phase is separated off and extracted again with ethyl acetate. The combined organic phases are washed with sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The purification of the crude product is carried out on silica gel 60 by means of toluene/ethyl acetate (toluene, toluene/ethyl acetate=18:1 and 18:1.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794406B2
Source datasetuspto-grants-2004_09
ORD IDord-45a44abab15f4950a55ade34bfbf4d21
Source noteuspto-grants-2004_09