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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1730324Generated: October 27, 2026

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

https://huagongshe.com/reaction/1730324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant(2-Bromoethyl)cyclohexaneHCID 15440—
ReactantIodide IonHCID 30165—
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 ofsodium 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 product (1.25 g.), m.p. 174°-5° C. (Found: C, 76.4; H, 9.5; N, 8.9. C20H30H2O requires C, 76.4; H, 9.6; N, 8.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03992389
Source datasetuspto-grants-1976_11
ORD IDord-b3ba807153204e05900ae303a2c83fb5
Source noteuspto-grants-1976_11