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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1518216Generated: November 4, 2026

Toluene → HCID 86637851, compound

https://huagongshe.com/reaction/1518216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPropargyl bromideHCID 7842—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 3-cyclohexyl-2-(2-vinylphenyl)1H-indole-6-carboxylateHCID 58765232—
SolventDimethylformamideHCID 6228—
ProductHCID 86637851HCID 8663785184%

Reaction Steps

Methyl 3-cyclohexyl-2-(2-vinylphenyl)-1H-indole-6-carboxylate was dissolved in DMF (0.277 M) and sodium hydride (1.2 eq.) was added. After the evolution of gas had ceased, a solution of propargylbromide in toluene (80% solution, 1.6 eq.) was added. After 3 h all volatiles were evaporated in vacuo. The residual material was purified by flash chromatography (PE:EtOAc, 20:1). After evaporation of the solvents, the product was obtained as a colourless foam (84%). MS (ES+): 398.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232390B2
Source datasetuspto-grants-2012_07
ORD IDord-cf350a51c14a4957b40b0229c037a05b
Source noteuspto-grants-2012_07