HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 23447601, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Nitrobenzyl bromide | HCID 66011 | — |
| Reactant | Tert-butyl 3-oxopiperazine-1-carboxylate | HCID 3157178 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23447601 | HCID 23447601 | 75.1% |
Reaction Steps
To a solution of 4-(tert-butoxycarbonyl)-2-piperazinone (600 mg) in DMF (9 ml) was added sodium hydride in oil (120 mg), and the mixture was stirred at room temperature for 1 hour. To the mixture was added dropwise a solution of 4-nitrobenzyl bromide (648 mg) in THF (5 ml) at 0° C., and the mixture was stirred for 30 minutes. The reaction solution was diluted with water, extracted with ethyl acetate, washed with water and brine, dried and concentrated, and the residue was crystallized from diisopropylether to give colorless crystals of 4-(tert-butoxycarbonyl)-1-(4-nitrobenzyl)-2-piperazinone (755 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06403595B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-3ac03ae4e41b4b54a30a7a5c1b123983 |
| Source note | uspto-grants-2002_06 |