Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 46199378 | HCID 46199378 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | HCID 67183654 | HCID 67183654 | 90% |
Reaction Steps
To stirred solution of ethyl-1-(3-(benzylamino)-4-nitrophenyl)piperidine-4-carboxylate (2 g, 6.2 mmol) in 20 ml THF: H2O (3:1) was added lithium hydroxide (0.740 g, 30.9 mmol) at room temperature. The resulting mixture was stirred for 5 h, solvent was evaporated and residue was dissolved in water washed with dichloromethane. The aqueous layer was then neutralised with 2M HCl to get yellow solid 1-(3-(benzylamino)-4-nitrophenyl)piperidine-4-carboxylic acid (1.5 g), 90% yield: 1H NMR (500 MHz, DMSO): δ 1.46 (m, 2H), 1.80 (m, 2H), 3.03 (m, 2H), 3.82 (m, 2H), 4.59 (d, J=5.7 Hz, 2H), 5.94 (d, J=2.5 Hz, 1H), 6.40 (dd, J=2.5 Hz, 1H), 7.27 (m, 1H), 7.37 (m, 2H) 7.42 (m, 2H), 7.90 (d, J=9.8 Hz, 1H), 8.83 (m, 1H). HRMS (ESI) calculated for C19H21N3NaO4: 378.1424, Found: 378.1417.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420640B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-74d87b5238de4542a2c6c3754a318390 |
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| Source note | uspto-grants-2013_04 |
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