HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(1-Benzylpiperazin-2-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 2-(1-benzyl-3-oxopiperazin-2-yl)acetate | HCID 12317429 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1-Benzylpiperazin-2-yl)ethanol | HCID 50853314 | 90.8% |
Reaction Steps
Lithium aluminum hydride (4.6 grams, 120 mmol) was slowly added to a solution of (1-benzyl-3-oxo-piperazin-2-yl)-acetic acid ethyl ester (11 g, 40 mmol) in THF (150 mL) at 0° C. The mixture was allowed to stir for 18 h while warming to RT. The mixture was placed in and ice/water bath and additional lithium aluminum hydride (3.0 g, 80 mmol) was added. The mixture was allowed to stir for 20 h while warming to RT. 1 N NaOH was added until all of the LAH was consumed resulting in a white solid. The mixture was filtered through a pad of celite, washing with additional THF (50 mL). The filtrate was concentrated in vacuo to give 8 g (90%) of the title compound as an oil: APCI MS m/z 221.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442694B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-55830877faa44d64878c0e92a7aa59de |
| Source note | uspto-grants-2008_10 |