HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 67288341, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | 874357-17-2 | HCID 59869315 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 67288341 | HCID 67288341 | 82% |
Reaction Steps
To a solution of the (4-bromonaphthalen-2-yl)methanol in DMF (100 mL) was added imidazole (7.6 g, 112 mmol), DMAP (0.68 g, 5.6 mmol), and TIPSCl (18 mL, 84 mmol). The resulting solution was stirred at room temperature for 12 h, diluted with a saturated ammonium chloride and extracted with EtOAc. The organic layer was washed with water then brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. The crude residue was purified by column chromatography (3-10% EtOAc/hexanes) to yield the title compound (19.6 g, 82%) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541380B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-759bdd0c66b74cba9c19a032cf997c93 |
| Source note | uspto-grants-2013_09 |