HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 59371493, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 59371550 | HCID 59371550 | — |
| Solvent | Water methylene chloride | HCID 21908982 | — |
| Product | HCID 59371493 | HCID 59371493 | 97% |
Reaction Steps
To a solution of tert-butyl 3(S)-[3-(benzyloxy)propyl]piperidine-1-carboxylate (280 mg, 0.84 mmol) in CH2Cl2/H2O (6 mL/0.5 mL) was added CF3COOH (1.92 g, 16.8 mmol, 20 equiv.) at 0° C. under N2. The solution was stirred overnight at room temperature. After concentration under reduced pressure, water was added, and the solution was washed with hexane. The aqueous phase was basified with saturated NaHCO3 solution and extracted with EtOAc. The combined organic layers were washed with brine and dried over Na2SO4. The solvent was removed in vacuo to give 3(S)-[3-(benzyloxy)propyl]piperidine (190 mg, 97%) as a yellow oil. LC-MS (ESI) m/z 234 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445684B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-82d05e8b5be944a4bd7073f9b29f7d8f |
| Source note | uspto-grants-2013_05 |