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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 862121Generated: October 26, 2026

Sodium Sulfate → (2R*,3R*,4R*,5R*)-5-(N,N-Diethylaminomethyl)-3-(2,5-dimethoxybenzylamino)-2-diphenylmethyl-1-azabicyclo[2.2.2]octane

https://huagongshe.com/reaction/862121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfateHCID 24436—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(3R*,4S*,5S*,6S*)-N,N-Diethyl-5-(2,5-dimethoxybenzylamino)-6-diphenylmethyl-1-azabicyclo[2.2.2]octane-3-carboxamideHCID 57263206—
SolventTetrahydrofuranHCID 8028—
Product(2R*,3R*,4R*,5R*)-5-(N,N-Diethylaminomethyl)-3-(2,5-dimethoxybenzylamino)-2-diphenylmethyl-1-azabicyclo[2.2.2]octaneHCID 7011664395.1%

Reaction Steps

To a suspension of lithium aluminum hydride (80 mg, 2.1 mmol) in THF (10 ml) was added 24 (220 mg, 0.41 mmol) at room temperature. The mixture was stirred at room temperature for 2 hours. Na2SO4 /10H2O (320 mg, 1 mmol) was added then the mixture was stirred for 10 minutes. After removal of the precipitate, the solution was concentrated. The residue was dissolved in hexane (20 ml) then filtered and concentrated to give 25 (210 mg, 0.39 mmol, 95%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05716965
Source datasetuspto-grants-1998_02
ORD IDord-7d4e3313b75f408e980d079c584a77c8
Source noteuspto-grants-1998_02