Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22330196 | HCID 22330196 | — |
Reaction Steps
To a solution of 4-piperidinecarboxylic acid ethyl ester (25.0 g) and 3-nitrophenylboronic acid (31.9 g) in dichloromethane (1.0 L) are added pyridine (64.8 ml), anhydrous copper (II) acetate (28.9 g) and Molecular Sieves 4 Å (500 g), and the mixture was stirred at 25° C. for 3 days. The reaction solution is poured into 10% aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was successively washed with aqueous sodium hydrogen carbonate solution and saturated brine, and the solvent is evaporated under reduced pressure to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07176199B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-61e1ca263ca84ad785ffa29e8332fc3b |
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| Source note | uspto-grants-2007_02 |
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