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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72361Generated: October 25, 2026

Bicyclo[2.2.2]octan-1-amine hydrochloride → 4-Aminobicyclo(2.2.2)octane

https://huagongshe.com/reaction/72361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicyclo[2.2.2]octan-1-amine hydrochlorideHCID 13182386—
Reactant5,5,6,6-Tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxideHCID 71813681—
SolventDichloromethaneHCID 6344—
SolventDiisopropylethylamineHCID 81531—
Product4-Aminobicyclo(2.2.2)octaneHCID 550214131.5%

Reaction Steps

300 mg of 5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide and 163 mg of 1-aminobicyclo[2.2.2]octane hydrochloride were dissolved in a mixture of 5 ml of dichloromethane and 0.38 ml of N,N-diisopropylethylamine, and the mixture was stirred at room temperature for 72 hours. Subsequently, the reaction solution was concentrated by rotary evaporation and the residue was purified in a purification laboratory by means of preparative HPLC. After lyophilization of the product-containing fractions, the product (166 mg) was thus obtained with a molecular weight of 314.5 g/mol (C15H26N2O3S); MS (ESI): m/e=315 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828994B2
Source datasetuspto-grants-2014_09
ORD IDord-d4a98dcfb154461491d3987b0d25636b
Source noteuspto-grants-2014_09