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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071271Generated: October 27, 2026

Sodium Iodide → 1-[2-(Cyclohexyl)ethyl]-4-benzamidopiperidine

https://huagongshe.com/reaction/2071271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDiisopropylamineHCID 7912—
Reactant(2-Bromoethyl)cyclohexaneHCID 15440—
ReactantN-4-PiperidylbenzamideHCID 118120—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-[2-(Cyclohexyl)ethyl]-4-benzamidopiperidineHCID 21413269—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Cyclohexylethyl bromide (1.9 g.) in dimethylformamide (10 ml ) was added to 4-benzamidopiperidine (2.2 g.), diisopropylamine (4 ml.) and a trace of sodium iodide in dimethylformamide (10 ml.). The mixture was heated at 70° C. for 16 hours, cooled, poured into water, and extracted with methylene chloride. The washed and dried extracts were evaporated and the solid residue was recrystallised from ethanol to give the produce (1.25 g.), m.p. 174°-5° C. (Found: C, 76.4; H, 9.5; N, 8.9. C20H30N2O requires C, 76.4; H, 9.6; N, 8.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04046767
Source datasetuspto-grants-1977_09
ORD IDord-8eb2a136dec44079b3fbc05620ab5696
Source noteuspto-grants-1977_09