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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450949Generated: October 30, 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/1450949

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 numberUS05602158
Source datasetuspto-grants-1997_02
ORD IDord-92af30c5872841fb8ba8f1d00c3dad61
Source noteuspto-grants-1997_02