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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2226179Generated: November 3, 2026

Potassium Iodide → 3-[N-(4-Phthalimidobutyl)amino]-5-methoxychroman

https://huagongshe.com/reaction/2226179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(4-Bromobutyl)phthalimideHCID 93575—
Reactant5-Methoxy-3,4-dihydro-2H-1-benzopyran-3-amineHCID 13928948—
SolventDimethylformamideHCID 6228—
Product3-[N-(4-Phthalimidobutyl)amino]-5-methoxychromanHCID 1042985967%

Reaction Conditions

Temperature60 °C

Reaction Steps

In a round bottomed flask, 2.2 mmol of 3-amino-5-methoxychroman (described in Patent EP 279,150) are dissolved in 6 ml of dimethylformamide in the presence of 2.4 mmol of N-(4-bromobutyl)phthalimide, 6.6 mmol of potassium carbonate and a catalytic amount of potassium iodide. The mixture is left stirring at 60° C. for 6 hours. After cooling, the solvent is evaporated off and, after aqueous hydrolysis, the crude reaction mixture is extracted with dichloromethane. After washing, drying and evaporation of the organic phase, the expected product is obtained after purification by chromatography on a silica column (elution solvent: ether/petroleum ether, 5:95).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05346916
Source datasetuspto-grants-1994_09
ORD IDord-1c2525146e934675a8bc4cf968061a57
Source noteuspto-grants-1994_09