Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-bromo-3,3-difluoroprop-1-ene | HCID 555085 | — |
| Reactant | 1-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid | HCID 2735647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58293355 | HCID 58293355 | — |
Reaction Steps
To a solution of piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (30.0 g) in N,N-dimethylformamide (300 ml) were added potassium carbonate (36.2 g) and 3-bromo-3,3-difluoropropene (16 ml), and the mixture was stirred at 60° C. for 4.5 hours. To the reaction mixture was added water, and the mixture was extracted with n-hexane/ethyl acetate (1/1) solution. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=10/1) to give the titled compound (33.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609647B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-55dfd369925c46a19f6aaab4a98f7f70 |
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| Source note | uspto-grants-2013_12 |
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