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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1458892Erstellt: 25. Oktober 2026

Methanesulfonic Acid → 5-(N,N-Diethylaminomethyl)-3-(2,5-dimethoxybenzylamino)-2-diphenylmethyl-1-azabicyclo[2.2.2]octane

https://huagongshe.com/reaction/1458892

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanesulfonic AcidHCID 6395—
EduktSodium SulfateHCID 24436—
EduktN,N-Diethyl-5-(2,5-dimethoxy benzylamino)-6-diphenylmethyl-1-azabicyclo[2.2.2]octane-3-carboxamideHCID 10165826—
LösungsmittelAcetoneHCID 180—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(N,N-Diethylaminomethyl)-3-(2,5-dimethoxybenzylamino)-2-diphenylmethyl-1-azabicyclo[2.2.2]octaneHCID 7011572157%

Reaktionsschritte

A solution of 19 (300 mg, 0.55 mmole) in dry THF (2 ml) was added to a suspension of LiAIH4 (105 mg, 2.75 mmole) in 5 ml of dry THF at 5° C. and stirred at room temperature for 1 hour. Na2SO4 /10H2O (2 g) was added to the reaction mixture and stirred for 15 hours at room temperature. The suspension was filtrated, and the solids were washed with dry THF. The filtrate was concentrated under reduced pressure. The resulting oil was dissolved in 2 ml of acetone, and CH3SO3H (159 mg, 1.65 mmole) was added to the solution of the crude oil in acetone (2 ml). The resulting precipitate was collected by filtration and dried in vacuo to give 20 (254 mg, 0.31 mmole, 57%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05852038
Quelldatensatzuspto-grants-1998_12
ORD IDord-fdc3a328f762429494463eeedb04a933
Quellennotizuspto-grants-1998_12