HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → N-[4-(1-hydroxy-1-methylethyl)phenyl]-3-(piperidin-1-ylsulfonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | N-(4-acetylphenyl)-3-(piperidin-1-ylsulfonyl)benzamide | HCID 1127074 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[4-(1-hydroxy-1-methylethyl)phenyl]-3-(piperidin-1-ylsulfonyl)benzamide | HCID 66872323 | 99% |
Reaction Steps
With cooling with ice, methyllithium (0.66 mL, 0.98 M diethyl ether solution) was dropwise added to a diethyl ether (1.0 mL) solution of the compound (50.0 mg) obtained in Example 92, and stirred for 1 hour with cooling with ice. After heated up to room temperature, water was added to the reaction liquid, and then extracted three times with ethyl acetate. This was dried with sodium sulfate, then the drying agent was removed through filtration, and the solvent was evaporated off under reduced pressure. The residue was purified through silica gel column chromatography (ethyl acetate/hexane=from 0% to 80%, gradient) to give the entitled compound (51.1 mg, 99%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420823B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1724d573a73c404499a435eb85d25bae |
| Source note | uspto-grants-2013_04 |