Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Thiophene | HCID 8030 | — |
| Reactant | HCID 19883507 | HCID 19883507 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67914544 | HCID 67914544 | 45% |
Reaction Steps
A mixture of 8.0 parts of 3-[2-(diethylamino)ethoxy]-1-[3-(4-fluorophenoxy)propyl]-4-piperidinone, 2.5 parts of benzenemethanamine, 1 part of a solution of thiophene in ethanol 4% and 120 parts of methanol was hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) saturated with ammonia, as eluent. The pure fractions were collected and the eluent was evaporated, yielding 3.6 parts (45%) of cis-3-[2-(diethlamino)ethoxy]-1-[3-(4-fluorophenoxy)-propyl]-4-piperidinamine as a residue (intermediate 126).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05057525 |
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| Source dataset | uspto-grants-1991_10 |
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| ORD ID | ord-fbd04cf69894403ab3a208ff45fc01f4 |
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| Source note | uspto-grants-1991_10 |
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