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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2356375Erstellt: 23. Oktober 2026

Water → 2-[(Ethyl-pyridin-4-ylmethyl-amino)-methyl]-1-aza-bicyclo[2.2.2]octan-3-one

https://huagongshe.com/de/reaction/2356375

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
Edukt1-Azabicyclo(2.2.2)octan-3-one, 2-methylene-, hydrochloride (1:1)HCID 18401284—
KatalysatorTetrabutylammonium BromideHCID 74236—
Produkt2-[(Ethyl-pyridin-4-ylmethyl-amino)-methyl]-1-aza-bicyclo[2.2.2]octan-3-oneHCID 58899562—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a stirred solution of 2-methylene-3-quinuclidinone hydrochloride (0.5 g, 0.0036 mol) in water (3 ml) N-(4-pyridylmethyl)ethylamine (0.49 g, 0.0036 mol), triethylamine (1.09 g, 0.0108 mol) and tetra-n-butyl ammonium bromide (116 mg, 0.00036 mol) were added and the reaction mixture were allowed to stir at 80° C. for 18 h. The completion of reaction was monitored by tlc. The reaction mixture was quenched with ice-cold water (10 ml), extracted with dichloromethane (2×50 ml), organic layers were washed with 10% NaHCO3 solution, brine and dried over sodium sulphate, filtered and concentrated to get the crude product which was purified as yellow solids (200 mg, 22%) by flash column chromatography on neutral silica gel using chloroform as eluent.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07759361B2
Quelldatensatzuspto-grants-2010_07
ORD IDord-e5a1120a58cc4d9687d2bd7ad3177757
Quellennotizuspto-grants-2010_07