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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377291Generated: October 31, 2026

Hydrochloric Acid → cis-2-[4-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]butyl]hexahydro-1H-isoindole-1,3-dione hydrochloride

https://huagongshe.com/reaction/1377291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHexahydrophthalic anhydride, cis-HCID 641660—
Reactant1-(4-Aminobutyl)-4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidineHCID 21960049—
SolventEthanolHCID 702—
SolventPyridineHCID 1049—
Productcis-2-[4-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]butyl]hexahydro-1H-isoindole-1,3-dione hydrochlorideHCID 67071030—

Reaction Steps

A mixture of 1-(4-aminobutyl)-4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (4.7 g, 16.1 mmol) and cis-1,2-cyclohexanedicarboxylic anhydride (3.23 g, 21 mmol) in pyridine (45 ml) was heated at reflux for 8 hours. At the end of the reaction, pyridine was removed to dryness. The crude product was purified on a silica gel column. The material thus obtained weighed 3.18 g (45%) as a clear oil. This oil was dissolved in ethanol (15 ml), then was treated with HCl in ethanol (45 ml). Crystallization took place upon cooling. The crystals were collected, 3.2 g, m.p.=229°-231° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05663449
Source datasetuspto-grants-1997_09
ORD IDord-bcab932a612b451abdc834fe995386a5
Source noteuspto-grants-1997_09