HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → (2-(4-Bromophenyl)propoxy)(tert-butyl)dimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 2-(4-Bromophenyl)propan-1-ol | HCID 569062 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2-(4-Bromophenyl)propoxy)(tert-butyl)dimethylsilane | HCID 57842594 | 55.7% |
Reaction Steps
To a solution of 73B (2.34 g, 10.9 mmol) in 30 mL DMF, was added imidazole (1.11 g, 16.3 mmol) and tert-butyldimethylsilyl chloride (1.97 g, 13.1 mmol). The mixture was stirred at rt for 3 h, then was diluted with hexanes. The organic phase washed with H2O (2×) and brine, dried (Na2SO4) and concentrated. The product was purified by flash chromatography (0 to 10% EtOAc/hexanes gradient) to afford 2.00 g of 73C as a colorless oil. MS (ESI) m/z 197.1 (M-OTBS)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-59efbb7ff6dc4d00bdb9ea274585ee2d |
| Source note | uspto-grants-2009_09 |