HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22397119, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22397085 | HCID 22397085 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22397119 | HCID 22397119 | 33.6% |
Reaction Steps
To a suspension of sodium hydride (45 mg, 1.0 mmol) in tetrahydrofuran (8 mL) was added 5-(4-fluoro-benzyloxy)-2-(3,3,3-trifluoro-2-hydroxy-propyl)-isoindole-1,3-dione (360 mg, 0.9 mmol) at room temperature and then iodomethane (159 mg, 1.1 mmol) was added and then after 14 h, water was added. The mixture was then extracted with ethylacetate and the combined organic extracts washed with water, brine and then dried over sodium sulfate. Filtration and evaporation gave a residue which was purified by chromatography (SiO2, hexane-EtOAc 3:1) to afford the title compound (120 mg, 32%) as a white solid. MS: m/e=398.4 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06660736B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-b277e086bcd54247977dd3c51cae8fa7 |
| Source note | uspto-grants-2003_12 |