Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64618Generated: October 26, 2026

1-(2-Hydroxyethyl)piperazine → 1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(2-hydroxyethyl)piperazine dihydrochloride

https://huagongshe.com/reaction/64618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Hydroxyethyl)piperazineHCID 7677—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(3-Chloropropyl)-6-fluorobenzo[d]isoxazoleHCID 10910880—
CatalystPotassium IodideHCID 4875—
SolventDimethylformamideHCID 6228—
Product1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(2-hydroxyethyl)piperazine dihydrochlorideHCID 1352074575.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 50 ml of dimethylformamide was added 2.6 g of 4-(2-hydroxyethyl)piperazine, 6.4 g of 3-(3-chloropropyl)-6-fluoro-1,2-benzisoxazole, 10.0 g of milled potassium carbonate, and 0.01 g of potassium iodide. The mixture was stirred at 90° C. for five hrs, cooled, filtered, and evaporated to an oil. The oil was stirred with 100 ml water for ten mins, and extracted with ether. The ether extract was washed with water (2×), saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. After filtering, ethereal hydrogen chloride was added, and the precipitate was collected and dried to give 4.3 g (57%) of product. Two recrystallizations from ethyl acetate/methanol, gave the analytical sample, mp 228° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04609658
Source datasetuspto-grants-1986_09
ORD IDord-3f5373f440bb4579bc55a8b37ce165eb
Source noteuspto-grants-1986_09