HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-[4-(Propan-2-yl)piperazin-1-yl]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1-Isopropyl-4-(4-nitrophenyl)piperazine | HCID 9834789 | — |
| Reactant | 4-(4-Isopentylpiperazin-1-yl)aniline | HCID 24279186 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-[4-(Propan-2-yl)piperazin-1-yl]aniline | HCID 9161545 | 86.4% |
Reaction Steps
Using the method described above for the synthesis of 4-(4-isopentylpiperazin-1-yl)aniline, treatment of 1-isopropyl-4-(4-nitrophenyl)piperazine (11.0 g, 40.1 mmol) with H2 and 10% Pd/C (1.0 g) at RT in EtOH (150 mL) for 24 h, followed by the addition of DCM (100 mL) to the reaction mixture and stirring for a further 3 h, provided crude 4-(4-isopropylpiperazin-1-yl)aniline (7.6 g, 86% recovery, 99% purity as determined by LC/MS analysis @ UV 254 nm detection). The crude product is used in the next step without further purification. LCMS-ESI (m/z): calcd for C13H21N3, 219; [M+H]+ found, 220.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977352B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-1a5b43744bda4bcba60f92aaec01dfdf |
| Source note | uspto-grants-2011_07 |