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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421363Generated: November 2, 2026

Hydrochloric Acid → (+-)-3-Quinuclidinol

https://huagongshe.com/reaction/1421363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant3-QuinuclidinoneHCID 19507—
ReactantSodium MethoxideHCID 10942334—
Catalyst2-Hexen-1-olHCID 5318042—
SolventIsopropanolHCID 3776—
Product(+-)-3-QuinuclidinolHCID 1538192.8%

Reaction Conditions

Temperature200 °C

Reaction Steps

A 100 ml autoclave ("Magnedrive II", Autoclave Engineers Europe) fitted with a hollow-shaft high-speed stirrer (Dispersimax®) was charged with 5.0 g of quinuclidin-3-one (prepared from the hydrochloride by reaction with sodium methoxide and extraction with diethyl ether), 45 ml of isopropyl alcohol and 0.25 g of catalyst (from Example 1), flushed with nitrogen and placed under a nitrogen pressure of 10 bar at room temperature. While stirring (1500 min-1), the mixture was heated to 200° C. and held at this temperature for 8 hours. The yield was determined as 97.3 percent by means of GC. Repeating the experiment using the same catalyst still gave a yield of 92.8 percent after a reaction time of 13 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06075145
Source datasetuspto-grants-2000_06
ORD IDord-ef8c28cc793347de886802cdd9b131fa
Source noteuspto-grants-2000_06