HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11522081, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | HCID 57448048 | HCID 57448048 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11522081 | HCID 11522081 | — |
Reaction Steps
4-[2-methoxy-3-(trifluoromethyl)phenyl]-1-propylpiperidine (0.18 g, 0.6 mmol) and pyridine hydrochloride (2 g) was heated to 190° C. and stirred for 2 h. Aqueous sodium carbonate (10%, 50 ml) and ethyl acetate (50 ml) was added and the phases were separated. The aqueous phase was extracted with ethyl acetate (2×50 ml) and the combined organic phase was dried (MgSO4) and evaporated under reduced pressure to give an oil. Purification by flash column chromatography (ethyl acetate/methanol, 1:1) gave the title compound: 0.17 g (98%). The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 218-220° C. MS m/z (relative intensity, 70 eV) 287 (M+, 10), 259 (14), 258 (bp), 238 (15), 195 (19).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763639B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-062e168394f1474abf0d345a0f3dd4e6 |
| Source note | uspto-grants-2010_07 |