Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-Quinuclidinone | HCID 19507 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Catalyst | 2-Hexen-1-ol | HCID 5318042 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (+-)-3-Quinuclidinol | HCID 15381 | 92.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06075145 |
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| Source dataset | uspto-grants-2000_06 |
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| ORD ID | ord-ef8c28cc793347de886802cdd9b131fa |
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| Source note | uspto-grants-2000_06 |
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