Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Bromopropane | HCID 7840 | — |
| Reactant | Lithium diisopropylamine | HCID 45051747 | — |
| Reactant | HCID 67290424 | HCID 67290424 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 49849018 | HCID 49849018 | — |
Reaction Steps
To a 2 M lithium diisopropylamine solution in THF of −78° C. is added 5-(pyridin-2-ylmethyl)pyrrolidin-2-one, and the mixture is stirred for 1.5 hours at −78° C. Then 1-propyl bromide is added and the reaction is stirred for another 1.5 hours at −78° C. The reaction mixture is allowed to warm up to 0° C. before ice-cold water with acetic acid is added and subsequently extracted 3 times with dichloromethane. The dichloromethane is concentrated in vacuo and the residue is dissolved in dichloromethane, washed with saturated NaHCO3 and brine. Crude 3-propyl-5-(pyridin-2-ylmethyl)pyrrolidin-2-one is obtained after removal of the solvents in vacuo. The product is purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912329B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-31f8ad3493864a1995d6bed92bf36e7a |
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| Source note | uspto-grants-2014_12 |
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