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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525136Generated: November 1, 2026

3-Quinuclidinone → 3-Quinuclidinol, (+)-

https://huagongshe.com/reaction/1525136

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-QuinuclidinoneHCID 19507—
ReactantPotassium tert-butoxideHCID 23665647—
SolventIsopropanolHCID 3776—
Product3-Quinuclidinol, (+)-HCID 736411—

Reaction Conditions

Temperature30 °C

Reaction Steps

To a 100 mL autoclave with a stirrer, 3-quinuclidinone (1.0 g, 8.0 mmol) and trans-RuCl2[(S)-xylbinap][(S)-daiPen] (0.5 mg, 0.40 μmol, 1/20,000 molar fold of 3-quinuclidinone) were added. After the autoclave was purged with nitrogen, 2-propanol (6 mL) and 2-propanol solution of potassium t-butoxide (0.1 mol/L, 0.4 mL, 0.04 mmol) were added. Subsequently, the autoclave was purged with hydrogen, the mixture was stirred at 30° C. for 6 hours under hydrogen pressure of 3 MPa. As a result of analysis of the reaction solution, it was found that the conversion rate is 49.8% and the optical purity is 86.2° Me.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079931B2
Source datasetuspto-grants-2015_07
ORD IDord-6b0af715c28747b98f5386aba034d18c
Source noteuspto-grants-2015_07