HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 70873347, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 70873515 | HCID 70873515 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70873347 | HCID 70873347 | 79% |
Reaction Steps
60% sodium hydride (0.225 g, 5.2 mmol) was added to an N,N-dimethylformamide solution (20 ml) of 1-(4-benzyloxyphenyl)-4-(4-trifluoromethylphenyl)piperidin-4-ol (2 g, 4.7 mmol) and iodomethane (0.585 ml, 9.4 mmol) under an argon atmosphere while ice cooling, followed by stirring at the same temperature. After 2 hours, the mixture was poured into ice water, and the precipitate was collected by filtration. The resulting solid was dissolved in ethyl acetate/dichloromethane and dried over sodium sulfate. After removing the desiccant by filtration, the solvent was distilled off. The residue was purified by silica gel column chromatography (dichloromethane:ethyl acetate=100:0→95:5) to afford the title compound as a white powder (1.64 g, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051333B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-7e335a9bb1ae4040804c5628b7ec391d |
| Source note | uspto-grants-2015_06 |