HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (9H-Fluoren-9-yl)methyl 3-oxopiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 9-Fluorenylmethyl chloroformate | HCID 34367 | — |
| Reactant | Piperazin-2-one | HCID 231360 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (9H-Fluoren-9-yl)methyl 3-oxopiperazine-1-carboxylate | HCID 49760364 | 103.9% |
Reaction Steps
To a solution of piperazin-2-one (2 g, 20 mmol, 1 equiv), Na2CO3 (4.2 g, 40 mmol, 2 equiv) and water (20 mL) in 1,4-dioxane (60 mL) was added Fmoc-Cl (5.7 g, 22 mmol, 1.1 equiv) at 0° C. After the reaction mixture was stirred at room temperature for 4 h, it was diluted with saturated NaCl (200 mL). The solution was extracted with ethyl acetate (3×50 mL) and dried over Na2SO4. The combined organic layers were concentrated to give 6.7 g of the desired product, which was directly used for the next step without further purification. MS (ESI): 323 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772301B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ee728980c8ca4fcdba6d775252948adc |
| Source note | uspto-grants-2014_07 |