HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Tert-butyl 4-(3,4-diaminophenyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl 4-(3-amino-4-nitrophenyl)piperazine-1-carboxylate | HCID 22272542 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | Tert-butyl 4-(3,4-diaminophenyl)piperazine-1-carboxylate | HCID 18783789 | 60% |
Reaction Steps
A mixture of tert-butyl-4-(3-amino-4-nitrophenyl)piperazine-1-carboxylate (13 g, 46 mmol), Zn (8.9 g, 140 mmol), and HOAc (8.4 g, 140 mmol) in EtOH/THF (250 ml) was refluxed for 20 mins. After adjusted its PH to 8 by NaHCO3, EA and H2O were added resulting in a precipitate. The solid was filtered off under vacuum. The combined organic layers were dried by anhydrous Na2SO4 and concentrated in vacuo to afford tert-butyl 4-(3,4-diaminophenyl)piperazine-1-carboxylate as a black solid (8 g, yield: 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096549B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-a4ed7f797caf4faca63489090c54a13f |
| Source note | uspto-grants-2015_08 |