HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Acetoxy-2-bromoethane → 4-(2-Acetoxy-ethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Acetoxy-2-bromoethane | HCID 13564 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzyl 3-oxopiperazine-1-carboxylate | HCID 736777 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(2-Acetoxy-ethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester | HCID 57420346 | — |
Reaction Steps
Amine preparation: to 4-CBZ-piperazin-2-one (1.95 g) in DMF (5 mL) at 0° C. was added sodium hydride (60% dispersion in mineral oil, 660 mg) in several aliquots. After stirring for 1 h, 2-bromoethylacetate (1.38 ml) was added. The reaction mixture was stirred at room temperature overnight; it was then diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent was removed in vacuo. The resulting residue was purified using flash chromatography to yield 4-(2-acetoxy-ethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester (925 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750002B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-6bd03d29ce2f44d1bd8d8009abcb7c4d |
| Source note | uspto-grants-2010_07 |