HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (S)-2-(1-Ethylpyrrolidin-2-yl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (S)-2-(1-Acetylpyrrolidin-2-yl)acetonitrile | HCID 45085914 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-2-(1-Ethylpyrrolidin-2-yl)ethanamine | HCID 14447348 | 64.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
((S)-1-Acetylpyrrolidin-2-yl)acetonitrile (Intermediate 137, 1.0 g) was added portionwise to a stirred, cooled solution of lithium aluminium hydride (0.36 g) in THF (30 mL) under an atmosphere of nitrogen while maintaining the temperature at 0° C. The mixture was allowed to warm to room temperature then heated at reflux for 2 hours. After cooling, ethanol (4 mL) was added dropwise and the resultant solid was filtered off. The filtrate was evaporated to dryness to give 2((S)-1-ethylpyrrolidin-2-yl)ethylamine (0.6 g) as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290472B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f0f0e7cac4f54c029f4d6eb8275c789e |
| Source note | uspto-grants-2016_03 |