Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 148583-64-6 | HCID 10014405 | — |
| Reactant | 4-[(4-Fluorophenyl)(4-methylthien-2-yl)methylene]piperidine | HCID 11077042 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 9957151 | HCID 9957151 | — |
Reaction Steps
A solution of this benzoyl piperidine (2.3 9), the above 4-[(4-fluorophenyl)(4-methylthien-2-yl)methylene]piperidine (3 g) and triethylamine (3 ml) in toluene was boiled under reflux for 5 h. Water was added to the cooled mixture, the layers were separated and the toluene layer was separated, washed with brine, dried over sodium sulphate and evaporated. The resultant oil (5.6 g) was dissolved in dichloromethane and chromatographed on silica. Elution with dichloromethane/ammonium hydroxide (1%) containing increasing amounts of methanol gave fractions that on evaporation gave the title compound (4.36 g). A solution of this compound in ether was treated with with an ethereal solution of hydrogen chloride. The precipitate was collected and dried to give the hydrochloride salt (3.6 g) m.p. 118-142° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06365604B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-527ef3e360ce434289e48d02115ab13a |
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| Source note | uspto-grants-2002_04 |
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