HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Ethyl acetate hexane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Tert-butyl 4-[2-(aminomethyl)phenyl]piperazine-1-carboxylate | HCID 4961274 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl acetate hexane | HCID 21226206 | 167.5% |
| Product | HCID 58996649 | HCID 58996649 | — |
Reaction Steps
Alternatively, the title compound was prepared in the following procedure: About 0.40 g (1.37 mmol) of 1-Boc-4-(2-aminomethyl-phenyl)-piperazine, 0.11 ml of (1.51 mmol) propionic acid, 0.22 g (1.64 mmol) of HOBt, 0.31 g (1.64 mmol) of EDC, and 0.24 ml (1.37 mmol) of DIEA were mixed in 30 ml THF under nitrogen and stirred overnight at r.t. The reaction was concentrated to dryness and ethyl acetate was added. The mixture was washed with saturated bicarbonate and brine, and then dried with sodium sulfate. The residue was purified by flash chromatography eluting with 1:1 hexane/ethyl acetate giving about 0.4 g (86% yield). The material was deprotected using TFA/DCM to give 4-[2-(propionylamino-methyl)-phenyl]-piperazine. LRMS (ESI+): 248 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291619B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-06c7d5470db84df5bf8eee80117b3ecc |
| Source note | uspto-grants-2007_11 |