HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-Methylpiperazin-1-yl)pent-4-yn-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 4-Pentynoic acid | HCID 22464 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Methylpiperazin-1-yl)pent-4-yn-1-one | HCID 57713812 | — |
Reaction Steps
A solution of 4-pentynoic acid (519 mg, 5.29 mmol) and Et3N (737 μL, 5.29 mmol) in DCM (10 mL) was treated with ethyl chloroformate (504 μL, 5.29 mmol) at rt for 15 min. Then N-methyl-piperazine (588 μL, 5.29 mmol) was added, and stirring was prolonged for 45 min. Work-up (sat. aq. NaHCO3) and concentration gave the title compound as a colorless oil. 1H NMR (CDCl3) δ 3.63 (t, 2H), 3.48 (t, 2H), 2.55 (m, 4H), 2.38 (quint., 4H), 2.30 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544672B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-4251d02f6efa41f88dd90cc28264d645 |
| Source note | uspto-grants-2009_06 |