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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1383456Generated: November 1, 2026

Sodium Iodide → 2-{2-[4-(1,1-Diphenyl-methoxymethyl)-piperidin-1-yl]-ethyl}-isoindole-1,3-dione

https://huagongshe.com/reaction/1383456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantPotassium CarbonateHCID 11430—
Reactant4-((Diphenylmethoxy)methyl)piperidineHCID 2762420—
SolventMethyl Ethyl KetoneHCID 6569—
Product2-{2-[4-(1,1-Diphenyl-methoxymethyl)-piperidin-1-yl]-ethyl}-isoindole-1,3-dioneHCID 5435000579.8%

Reaction Steps

The mixture of 4-(1,1-diphenyl-methoxymethyl)-piperidine (0.760 g, 2.7 mmol, 1.0 eq.), N-(2-bromoethyl)phthalimide (0.686 g, 2.7 mmol, 1.0 eq.), K2CO3 (0.560 g, 4.1 mmol, 1.5 eq.), and NaI (0.567 g, 3.8 mmol, 1.4 eq.) in 2-butanone (10 ml) was refluxed for 2-3 hours. The mixture was then cooled to room temperature. The white solid was filtered off and was washed with small amount of CHCl3. The filtrates were combined and concentrated. The resulted residue was dissolved in CHCl3 (80 ml). The solution was washed with water (3×10 ml), then dried over anhydrous Na2SO4. After removed all solvent, the crude product 2-{2-[4-(1,1-diphenyl-methoxymethyl)-piperidin-1-yl]-ethyl}-isoindole-1,3-dione was yielded (0.980 g, 79.8% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06255323B1
Source datasetuspto-grants-2001_07
ORD IDord-b721ecc1f23c49c2a3800d289e189de9
Source noteuspto-grants-2001_07