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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510092Generated: November 1, 2026

Sodium hydride → HCID 86651031, compound

https://huagongshe.com/reaction/1510092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-BromocyclohexeneHCID 137057—
Reactant2-chloro-1H-indole-3-carbaldehydeHCID 314791—
SolventDimethylformamideHCID 6228—
ProductHCID 86651031HCID 8665103139.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 2-chloro-1H-indole-3-carbaldehyde (2.00 g, 11.1 mmol) in DMF (15 ml) was added sodium hydride (468 mg, 11.7 mmol, 60% dispersion in mineral oil). Under an argon atmosphere, the suspension was stirred at 40° C. for 20 min and then allowed to cool to room temperature. After the addition of 3-bromocyclohexene (2.56 ml, 22.3 mmol) the reaction mixture was stirred at room temperature for 1 h. The mixture was then quenched with water and extracted with EA. The organic layer was separated, dried over sodium sulfate, filtered and evaporated. The residue was and purified by silica gel chromatography (EA/HEP 1:10). 1.13 g of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211885B2
Source datasetuspto-grants-2012_07
ORD IDord-45a4bfabbd41494d881c76e88873108f
Source noteuspto-grants-2012_07