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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1730331Generated: October 29, 2026

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

https://huagongshe.com/reaction/1730331

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 numberUS03992389
Source datasetuspto-grants-1976_11
ORD IDord-5adfb4ec915c40b7b64198cf0064d022
Source noteuspto-grants-1976_11