HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-[3-(4-Benzyloxy-phenyl)-isoxazol-5-ylmethyl]-piperidin-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | Methanesulfonic acid 3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl ester | HCID 59667381 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[3-(4-Benzyloxy-phenyl)-isoxazol-5-ylmethyl]-piperidin-4-ol | HCID 46893780 | — |
Reaction Steps
Methanesulfonic acid-3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl ester (150 mg, 0.42 mmol), 4-hydroxypiperidine (64 mg, 0.63 mmol), potassium carbonate (87 mg, 0.63 mmol), and TBAI (96 mg, 0.26 mmol) were placed in 10 ml of DMF and stirred at room temperature overnight. The completion of the reaction was confirmed by LC, and then a crude solid compound obtained from distillation of the DMF under reduced pressure was extracted with ethyl acetate and water. The ethyl acetate was distilled off under reduced pressure to obtain a white solid compound. The compound was recrystallized from methylene chloride:MeOH (9:1) to obtain 1-[3-(4-benzyloxy-phenyl)-isoxazol-5-ylmethyl]-piperidin-4-ol as a white solid compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828992B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-9e99c9c601a74a2eb500d37040d2a407 |
| Source note | uspto-grants-2014_09 |