Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | HCID 23000863 | HCID 23000863 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18703842 | HCID 18703842 | 58.7% |
Reaction Steps
In 5 ml of dichloromethane, 0.50 g (1.5 mmol) of 1-(α-cyclopropylcarbonyl-2-fluorobenzyl)-4-mercaptopiperidine hydrochloride were dissolved, followed by the addition of 0.3 g (3 mmol) of triethylamine. To the resulting mixture, a solution of 0.16 g (1.5 mmol) of butyryl chloride in 1 ml of dichloromethane was added dropwise under ice cooling and the resulting mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture, followed by extraction with dichloromethane. The extract was dried over anhydrous sodium sulfate. The solvent was concentrated by evaporation under reduced pressure and the residue was subjected to chromatography on a silica gel column (eluting solvent: toluene/ethyl acetate=30/1), whereby 0.32 g (yield: 58%) of the title compound was obtained as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06087379 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-abf8a52d11fc40cfbc9cce091469e207 |
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| Source note | uspto-grants-2000_07 |
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