Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isoprene | HCID 6557 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | 40137-00-6 | HCID 6243343 | — |
Reaction Steps
A solution prepared by mixing 2.93 g (40.0 mmol) of diethylamine with 18.0 ml (180 mmol) of isoprene was introduced into a 100-ml pressure tube in a nitrogen atmosphere. Thereto was gradually added dropwise at 0° C. a solution (1.6 M solution) prepared by dissolving 0.064 g of n-butyllithium (1.0 mmol) in 0.63 ml of hexane. This mixture was stirred first at room temperature for 15 minutes and then at 90° C. for 2.5 hours. To the resultant reaction mixture was added 0.3 ml of water to deactivate the catalyst. After liquid separation, the organic layer was separated and distilled to recover the unreacted isoprene. Subsequently, the concentrate remaining after the isoprene recovery was distilled under reduced pressure to obtain 7.29 g (34.8 mmol; GC yield, 87.0%) of the target mixture comprising α-neryldiethylamine and neryldiethylamine. Boiling point, 83-85° C./400 Pa. Neryldiethylamine
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06489522B2 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-97691ebf6ba24161954dda104249c8aa |
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| Source note | uspto-grants-2002_12 |
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