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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5112Generated: October 25, 2026

(+-)-3-Quinuclidinol → 3-(4-Methoxybenzylthio)quinuclidine

https://huagongshe.com/reaction/5112

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-3-QuinuclidinolHCID 15381—
ReactantSodium hydrideHCID 24758—
Reactant4-Methoxy-alpha-toluenethiolHCID 80407—
Reactant1-Azabicyclo[2.2.2]oct-3-yl methanesulfonateHCID 416494—
Product3-(4-Methoxybenzylthio)quinuclidineHCID 19797265—

Reaction Steps

The procedure described in Preparation 6-(2) was repeated, but using 3.7 g of 3-methanesulfonyloxyquinuclidine (prepared by the methanesulfonylation of 3-quinuclidinol), 3.0 ml of 4-methoxybenzyl mercaptan and 0.942 g of sodium hydride (as a 55% w/w suspension in mineral oil), to afford 1.74 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242914
Source datasetuspto-grants-1993_09
ORD IDord-b1ecc63b5cfd4eac90d16e7b577321a5
Source noteuspto-grants-1993_09