Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 21514098 | HCID 21514098 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | HCID 178418361 | HCID 178418361 | — |
| Product | HCID 20368928 | HCID 20368928 | — |
Reaction Steps
A mixture of γ-[4-hydroxy-4-(3-trifluoromethylphenyl)piperidin-1-yl]-2-benzylamino-4-fluorobutyrophenone (3.8 g), 10 % palladium on charcoal (1.0 g) and 35 % hydrochloric acid (2.0 g) in ethanol (45 ml) was vigorously stirred in hydrogen atmosphere at 25°C until an equimolar amount of hydrogen was consumed. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to afford γ-[4-hydroxy-4-(3-trifluoromethylphenyl)piperidin-1-yl]-2-amino-4-fluorobutyrophenon hydrochloride. M.P. 230° - 235°C (decomposition). The hydrochloride was shaken with a mixture of aqueous ammonia and ether. The ethereal layer was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure to yield the free base, which was recyrstallized from aqueous ethanol. M.P. 105° - 107°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03979390 |
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| Source dataset | uspto-grants-1976_09 |
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| ORD ID | ord-8266142e43ee4f02b3678f215e668038 |
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| Source note | uspto-grants-1976_09 |
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