Triethylamine → 2-([2-(1,4-Benzodioxan-2-yl)-2-hydroxyethyl]piperid-4-yl)-1H-isoindole-1,3-(2H)-dione

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-ol	HCID 12608590	—
Reactant	2-(Piperidin-4-yl)isoindoline-1,3-dione hydrochloride	HCID 21882560	—
Solvent	Ethanol	HCID 702	—
Product	2-([2-(1,4-Benzodioxan-2-yl)-2-hydroxyethyl]piperid-4-yl)-1H-isoindole-1,3-(2H)-dione	HCID 13018984	—

Reaction Steps

Erythro, 1-(1,4-benzodioxan-2-yl)-2-bromoethanol (1.29 g, 0.005 m) and 2-(piperid-4-yl)-1H-isoindole-1,3-(2H)dione hydrochloride (1.33 g, 0.005 cm3) in ethanol (75 cm3) with triethylamine (3.03 g, 0.03 cm3) were refluxed for 18 hours. The solution was cooled and the solvent evaporated. the residue was dissolved in chloroform and then washed twice with water, dried (MgSO4) and evaporated. The residue was dissolved in isopropyl alcohol and acidified with ethanolic HCl. The crystallised material was filtered to give the title compound as the hydrochloride salt m.p. 235°-237° C.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04342761
Source dataset	uspto-grants-1982_08
ORD ID	ord-b3907f74c53142b48cdc5f4b528aef75
Source note	uspto-grants-1982_08