Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 12298196 | HCID 12298196 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20382243 | HCID 20382243 | 72.3% |
Reaction Steps
A mixture of 39.5 parts of methyl 4-[N-(3-methoxyphenyl)amino]-1-(2-phenylethyl)-4-piperidinecarboxylate ethanedioate, 18 parts of potassium hydroxide and 90 parts of 1,2-ethanediol is stirred and refluxed for 3 hours. The reaction mixture is cooled to room temperature, poured onto 200 parts of water and acidified with a concentrated hydrochloric acid solution. The whole is strongly alkalized with a sodium hydroxide solution and stirred vigorously for one hour. The precipitated product is filtered off, dissolved in water and the solution is neutralized with acetic acid. The product is filtered off and crystallized from N,N-dimethylformamide, yielding 27.4 parts (72.3%) of 4-[(3-methoxyphenyl)amino]-1-(2-phenylethyl)-4-piperidinecarboxylic acid; mp. 265.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04179569 |
|---|
| Source dataset | uspto-grants-1979_12 |
|---|
| ORD ID | ord-dd6228f6d473424a885b267af8e70d5c |
|---|
| Source note | uspto-grants-1979_12 |
|---|