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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520033Generated: November 4, 2026

Hydrochloric Acid → 4-(4-Nitrophenyl)-1,2,3,6-tetrahydropyridine hydrochloride

https://huagongshe.com/reaction/1520033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 5,6-dihydro-4-(4-nitrophenyl)pyridine-1(2H)-carboxylateHCID 22049016—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
Product4-(4-Nitrophenyl)-1,2,3,6-tetrahydropyridine hydrochlorideHCID 6798429997%

Reaction Steps

Hydrogen chloride (20 mL of a 4N solution in dioxane) was added dropwise to a solution of tert-butyl 4-(4-nitrophenyl)-3,6-dihydropyridine-1(2H)-carboxylate (3.0 g; 9.86 mmol; 1.0 eq.) in toluene (15 mL). The reaction mixture was stirred at RT for 3 h. The formed suspension was filtered, washed with toluene (10 mL) and dried under vacuum to give the title compound as a white solid (1.96 g, 97%). UPLC/MS: (MS+) 205.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073892B2
Source datasetuspto-grants-2015_07
ORD IDord-c5cd66c1b5f24861a0e5cc9408c06220
Source noteuspto-grants-2015_07