Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopentanecarbonyl chloride | HCID 78284 | — |
| Reactant | HCID 66755335 | HCID 66755335 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58002414 | HCID 58002414 | — |
Reaction Steps
0.83 g (3.05 mmol) of ethyl 5-(4-methoxyphenyl)piperidine-3-carboxylate hydrochloride was dissolved in 10 ml of dichloromethane, and 0.77 g (7.62 mmol) of triethylamine was added at 0° C. 0.83 g (6.09 mmol) of cyclopentanecarbonyl chloride was then added dropwise. The reaction mixture was stirred at RT for 2 h. For work-up, the mixture was twice washed with water. The organic phase was dried over sodium sulphate and concentrated under reduced pressure. 35 ml of dioxane, 17.5 ml of water and 0.29 mg (12.2 mmol) of lithium hydroxide were added to the crude product. The mixture was stirred at RT for 1 h. For work-up, the dioxane was removed under reduced pressure, water was added and the reaction mixture was acidified using aqueous 1 N hydrochloric acid solution. The precipitated solid was filtered off and dried under reduced pressure. Yield: 0.84 g (75% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08119663B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-0e676b31204047858e5a45632125f6e0 |
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| Source note | uspto-grants-2012_02 |
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