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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 370182Generated: October 29, 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/370182

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 numberUS06140345
Source datasetuspto-grants-2000_10
ORD IDord-2cc698a0f9bf4b1b89a42776eb966ce9
Source noteuspto-grants-2000_10