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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467460Generated: October 26, 2026

Sodium Iodide → N-(1-(4-Iodophenyl)propan-2-YL)acetamide

https://huagongshe.com/reaction/467460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantN-(1-(4-bromophenyl)propan-2-yl)acetamideHCID 45824256—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductN-(1-(4-Iodophenyl)propan-2-YL)acetamideHCID 66611344—

Reaction Conditions

Temperature120 °C

Reaction Steps

To 6.00 g (23.4 mmol) N-(1-(4-bromophenyl)propan-2-yl)acetamide (II.1) in 65 mL dioxan are added 0.45 g (2.34 mmol) CuI, 0.50 mL (4.70 mmol) N,N″-dimethyl-ethylendiamine and 7.02 g (46.9 mmol) NaI. The reaction mixture is stirred at 120° C. for 70 h. The mixture is allowed to cool to r.t. and half of the solvent is removed in vacuo. EtOAc and diluted aq. ammonia solution are added and the layers are separated. The aq. layer is once more extracted with EtOAc. The organic layers are combined, dried with Na2SO4, filtered and the solvent is removed in vacuo. The crude product is triturated with diethylether and dried at 50° C. in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623860B2
Source datasetuspto-grants-2014_01
ORD IDord-1904fb7e6b3c401790cc7f0fba710bdb
Source noteuspto-grants-2014_01