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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722870Generated: October 27, 2026

1-Iodopentane → 1-(4-Nitrophenyl)-3-n-pentyl-3-azabicyclo[3.1.1]heptane-2,4-dione

https://huagongshe.com/reaction/1722870

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IodopentaneHCID 12335—
ReactantSodium hydrideHCID 24758—
Reactant1-(4-Nitrophenyl)-3-azabicyclo[3.1.1]heptane-2,4-dioneHCID 14872629—
SolventDimethylformamideHCID 6228—
Product1-(4-Nitrophenyl)-3-n-pentyl-3-azabicyclo[3.1.1]heptane-2,4-dioneHCID 14872631—

Reaction Steps

0.36 g of sodium hydride is added to a solution of 2.46 g of 1-(4-nitropenyl)-3-azabicyclo[3.1.1]heptane-2,4 -dione in 25 ml of N,N-dimethylformamide and the whole is stirred at room temperature for 30 minutes. 2.96 g of n-pentyl iodide dissolved in 10 ml of N,N-dimethylformamide are then added dropwise thereto. When the reaction is complete, the reaction mixture is freed of N,N-dimethylformamide. The residue is partitioned between ethyl acetate and water, and the organic phase is dried over magnesium sulphate and, after concentration by evaporation, the product is obtained having a melting point of 75°-79°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04857660
Source datasetuspto-grants-1989_08
ORD IDord-e2d944dd5bf948e7b25dc83d9df48d5e
Source noteuspto-grants-1989_08