HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 66692833, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 66692923 | HCID 66692923 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66692833 | HCID 66692833 | 89.2% |
Reaction Steps
To a solution of phenol 23 (0.54 g, 1.64 mmol) in DMF (15 mL) were added TBDMSCl (1M in CH2Cl2, 3.5 mL, 3.28 mmol), imidazole (0.35 g, 4.92 mmol) and DMAP (50 mg, 0.33 mmol) at room temperature. The mixture was stirred at ambient temperature for 15 hours. The mixture was extracted with EtOAc/H2O (50 mL/150 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica column chromatography (Biotage) to provide the title compound 24 (0.65 g, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006187B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-85b4976c7f8348588ab29d25735c6c63 |
| Source note | uspto-grants-2015_04 |