Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclobutanone | HCID 14496 | — |
| Reactant | 1-(4-Nitrophenyl)piperazine | HCID 80447 | — |
| Reactant | HCID 20735178 | HCID 20735178 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57664371 | HCID 57664371 | — |
Reaction Steps
Following the general procedure described above for the synthesis of 1-(4-nitrophenyl)-4-(pentan-3-yl)piperazine, treatment of 1-(4-nitrophenyl)piperazine (5.00 g, 24.1 mmol, 1.0 equiv.) with cyclobutanone (3.38 g, 48.3 mmol, 2 equiv.) in DCM (100 mL) at RT for 72 h provided the title compound as a yellow solid (4.96 g, 99% recovery, 87% purity as determined by LC/MS analysis @ UV 254 nm detection). In this case, upon addition of hexane (25 mL) to the crude residue, obtained from evaporation of the DCM extract, and stirring for 24 h the product precipitated from solution, is collected by filtration, washed with hexanes (2×25 ml), and was dried under vacuum. The crude product is used in the next step without further purification. LCMS-ESI (m/z): calcd for C14H19N3O2, 261; [M+H]+ found, 262.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977352B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-9e531c50a45b485ea4ccb9d71981f4b8 |
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| Source note | uspto-grants-2011_07 |
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