HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl chloroformate → 4-(2,3,4-Trimethoxybenzylthio)-1-cinnamylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Toluene, alpha-chloro-2,3,4-trimethoxy- | HCID 97491 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Fumarate | HCID 5460307 | — |
| Reactant | 1-Methylpiperidine-4-thiol | HCID 14180391 | — |
| Reactant | 4-(2,3,4-Trimethoxybenzylthio)-1-ethoxycarbonylpiperidine | HCID 19890907 | — |
| Reactant | 4-(2,3,4-Trimethoxybenzylthio)-1-cinnamylpiperidine fumarate | HCID 67894540 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(2,3,4-Trimethoxybenzylthio)-1-cinnamylpiperidine | HCID 53752093 | — |
Reaction Steps
The 4-(2,3,4-trimethoxybenzylthio)piperidine used as starting material, the fumarate of which melts at 154° C., was prepared by the hydrolysis, using potassium hydroxide and ethanol, of 4-(2,3,4-trimethoxybenzylthio)-1-ethoxycarbonylpiperidine (oil), which was itself prepared by the action of ClCOOC2H5 in benzene on 4-(2,3,4-trimethoxybenzylthio)-1-methylpiperidine (m.p. of the corresponding fumarate: 130° C.), which was itself prepared by the condensation of 2,3,4-trimethoxybenzyl chloride in ethanol with the sodium salt of 1-methyl-4-mercaptopiperidine, b.p./13 : 70°-72° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05126356 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-723d3b8048ee46d3b6b86ab349d9e5a4 |
| Source note | uspto-grants-1992_06 |