HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Ethanediamine, N1-phenyl- → 1-[2-Hydroxy-3-(2-methoxyphenyloxy)-propyl]-4-(2-anilino-ethylamino)-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Ethanediamine, N1-phenyl- | HCID 74270 | — |
| Reactant | 1-[2-Hydroxy-(2-methoxyphenyloxy)-propyl]-piperidin-4-one | HCID 23347344 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-[2-Hydroxy-3-(2-methoxyphenyloxy)-propyl]-4-(2-anilino-ethylamino)-piperidine | HCID 23347339 | — |
Reaction Steps
A solution of 16.7 g of 1-[2-hydroxy-3-(2-methoxyphenyloxy)-propyl]-piperidine-4-one and 10.5 g of N-(2-aminoethyl)-aniline in 250 ml of methanol, with the addition of 1 g of a 5% platinum on charcoal catalyst is hydrogenated at room temperature and under normal pressure until 1 molar equivalent of hydrogen has been taken up. The catalyst is thereafter removed by filtration and the filtrate is concentrated under reduced pressure. The residue is freed from excess starting material in a bulb tube at 0.3 mm Hg and 120° C oven temperature to yield as distillation residue 1-[2-hydroxy-3-(2-methoxyphenyloxy)-propyl]-4-(2-anilino-ethylamino)-piperidine, which can be used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04144344 |
| Source dataset | uspto-grants-1979_03 |
| ORD ID | ord-19ba23c697d24fa38c5f7227883ba5e1 |
| Source note | uspto-grants-1979_03 |