HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86592746, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 3-oxopiperazine-1-carboxylate | HCID 3157178 | — |
| Reactant | Phenol, 3-(bromomethyl)-4-chloro-, 1-methanesulfonate | HCID 18621194 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86592746 | HCID 86592746 | — |
Reaction Steps
To a solution of piperazin-3-one-1-carboxylic acid tert-butyl ester (7.10 g, 35.3 mmol) in dry DMF (200 mL) at 0° C. was added sodium hydride (60% dispersion in mineral oil, 2.10 g, 53.0 mmol). The reaction mixture was stirred for 15 min, and then a solution of the benzylbromide from Step B (10.0 g, 35.3 mmol) in DMF (50 mL) was added dropwise. The reaction mixture was allowed to warm to room temperature overnight. The reaction was poured into EtOAc (300 ml), and washed with H2O (3×50 ml). The organic layer was dried with magnesium sulfate, filtered, and concentrated in vacuo. The crude product was purified by column chromatography (60% ethyl acetate/hexane) to provide the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06534506B2 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-8f8ccf9ec9424b6cac89107b2c5e324c |
| Source note | uspto-grants-2003_03 |