HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-1-Benzyl-3-ethylpiperazine-2,5-dione → (3S)-1-Benzyl-3-ethylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-1-Benzyl-3-ethylpiperazine-2,5-dione | HCID 20598791 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3S)-1-Benzyl-3-ethylpiperazine | HCID 17750461 | — |
Reaction Steps
To a solution of the product of example 69 part a) (5.68 g) in THF (30 ml) at 0° C. was added LAH (100 ml, 1.0M in THF) dropwise. The resulting solution was heated at reflux overnight. The reaction mixture was cooled to RT and quenched by cautious sequential addition of water (3.8 ml), 15% aq NaOH (3.8 ml), and water (11.4 ml). The precipitous solution was diluted with EtOAc and filtered through Celite. The residue was washed with EtOAc (3×100 ml) and the combined organics concentrated in vacuo. The crude product was dissolved in DCM, filtered through Celite and the solvent removed in vacuo to give the sub-titled product as a yellow oil (4.74 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524715B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-5235d51d11f04949a64de3f9996e89c6 |
| Source note | uspto-grants-2013_09 |