HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86639104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzeneacetic acid, alpha-bromo-, methyl ester | HCID 137806 | — |
| Reactant | 2,3-Piperazinedione, 1-butyl- | HCID 200627 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86639104 | HCID 86639104 | 86% |
Reaction Steps
To a solution of 1-butylpiperazine-2,3-dione (1.6 g, 9.1 mmol) in DMF (12 ml) at 0° C. was added sodium hydride (0.25 g, 10.4 mmol). After stirring for 20 min, methyl α-bromophenylacetate (1.6 ml, 10.0 mmol) was added to the reaction. The reaction was warmed to rt and allowed to stir for 18 h. The reaction was quenched with water, diluted with EtOAc, washed with 3M LiCl, water, and brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product was purified via flash chromatography (silica) to yield methyl (4-butyl-2,3-dioxopiperazin-1-yl)(phenyl)acetate (86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143405B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-93b589bb11464d24a9933001350d6b50 |
| Source note | uspto-grants-2012_03 |