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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 485493Generated: October 31, 2026

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

https://huagongshe.com/reaction/485493

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 numberUS04536578
Source datasetuspto-grants-1985_08
ORD IDord-595a280a55c347c48421b1a340596b4b
Source noteuspto-grants-1985_08