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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745523Generated: October 30, 2026

N-(2,3-Epoxypropyl)phthalimide → 2-[2-Hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]-1H-isoindole-1,3-(2H)-dione

https://huagongshe.com/reaction/745523

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2,3-Epoxypropyl)phthalimideHCID 21601—
Reactant1-(3-Hydroxybenzyl)piperidineHCID 826974—
SolventChloroformHCID 6212—
Product2-[2-Hydroxy-3-[3-(1-piperidinylmethyl)phenoxy]propyl]-1H-isoindole-1,3-(2H)-dioneHCID 13469034—

Reaction Steps

18.7 g (0.092 mole) of 2-(oxiranylmethyl)-1H-isoindole-1,3-(2H)-dione are mixed with 17.5 g (0.092 mole) of 3-(1-piperidinylmethyl)-phenol and the resulting mixture heated for 10 minutes to 130° C. After cooling, the reaction mixture is dissolved in 200 ml of chloroform and the organic phase is washed three times in succession with 30 ml of 1N NaOH-solution, then with 30 ml of water and finally with 30 ml of saturated aqueous NaCl-solution. After the organic phase has been dried over Na2SO4, it is concentrated in vacuo. The residue contains the title compound in the form of a viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04599346
Source datasetuspto-grants-1986_07
ORD IDord-8d8a93e720aa4747826263d29dd6ab6b
Source noteuspto-grants-1986_07