Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Propyl p-toluenesulfonate | HCID 69035 | — |
| Reactant | 1-Ethoxycarbonyl-cis-3,5-dimethylpiperazine | HCID 54363196 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54227188 | HCID 54227188 | — |
Reaction Steps
A mixture of 25.8 grams of 1-ethoxycarbonyl-cis-3,5-dimethylpiperazine, 38.6 grams of propyl 4-toluenesulfonate, 90 ml. of absolute ethanol and 9.5 grams of sodium carbonate is stirred and heated to reflux. After 30 minutes of reflux, vigorous evolution of carbon dioxide begins and continues for about 5 hours. Refluxing is continued for a total of 22 hours. The reaction mixture is then cooled and filtered and the solvent is evaporated. The resulting residue is mixed with 300 ml. of aqueous 1 N sodium hydroxide solution and the mixture is extracted with ethyl ether. The ether extract is washed successively with 100 ml. of aqueous 1 N sodium hydroxide and 100 ml. of water and then dried over anhydrous sodium sulfate. The organic solution is then treated with charcoal and the solvent is evaporated to leave a residue which is purified by chromatography to give 4-ethoxycarbonyl-cis-2,6-dimethyl-1-propylpiperazine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04036828 |
|---|
| Source dataset | uspto-grants-1977_07 |
|---|
| ORD ID | ord-89d5e58f5a3a42c8a8644c4522bea6cf |
|---|
| Source note | uspto-grants-1977_07 |
|---|