HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Decanol → Ethyl 4-decylpiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Decanol | HCID 8174 | — |
| Reactant | 1-Piperazinecarboxylic acid, ethyl ester | HCID 8431 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Decyl methanesulfonate | HCID 5235508 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 4-decylpiperazine-1-carboxylate | HCID 228932 | 63.9% |
Reaction Steps
Ethyl 1-piperazinecarboxylate (77.3 g, 0.28 mole), 1-decanol methanesulfonate (77.3 g, 0.28 mole) from the condensation of 1-decanol with methane sulfonyl chloride, K2CO3 (39.0 g, 0.28 mole), and 500 mL of EtOH were combined and refluxed for 2 days under N2. After cooling to room temperature, the reaction was partitioned between water and Et2O. The organic layer was separated, washed 3 times with water, dried over Na2SO4 and stripped of all solvent under reduced pressure to yield the crude product oil. Chromatographic purification of the crude oil gave 53.4 g of ethyl 4-decyl-1-piperazinecarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05354747 |
| Source dataset | uspto-grants-1994_10 |
| ORD ID | ord-da1018476a9342e09a2c152fb4e973fb |
| Source note | uspto-grants-1994_10 |