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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437219Generated: October 26, 2026

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

https://huagongshe.com/reaction/437219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDiisopropylamineHCID 7912—
ReactantN-4-PiperidylbenzamideHCID 118120—
Reactant1-(2-Bromoethyl)naphthaleneHCID 139541—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-[2-(1-Naphthyl)ethyl]-4-benzamidopiperidineHCID 2143060965.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(2-Bromoethyl)naphthalene (3.0 g.) was added to a solution of 4-benzamidopiperidine (3.0 g.), di-isopropylamine (4 ml.) and a trace of sodium iodide in dimethylformamide (10 ml.). The mixture was heated at 70° C. overnight, then poured into water and extracted with methylene chloride. The washed and dried extracts were evaporated and the residue was recrystallised from benzene to give the title compound (3.0 g.), m.p. 160°-162° C. (Found: C, 80.5; H, 7.4; N, 7.5 C24H26N2O requires C, 80.4; H, 7.3; N, 7.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04029801
Source datasetuspto-grants-1977_06
ORD IDord-b87f60e2c4174f2f9c871af09f7d99f4
Source noteuspto-grants-1977_06