HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 2-(Tert-butyldimethylsilyloxy)-1-(4-nitrophenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 2-Hydroxy-1-(4-nitrophenyl)ethanone | HCID 317552 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(Tert-butyldimethylsilyloxy)-1-(4-nitrophenyl)ethanone | HCID 19964186 | 98.1% |
Reaction Steps
Step A To a solution of 2-hydroxy-1-(4-nitrophenyl)ethanone (1 g, 5.52 mmol) in DMF (25 ml) was added imidazole (564 mg, 8.28 mmol), followed by the addition of tert-butylchlorodimethylsilane (915 mg, 6.07 mmol). The reaction mixture was stirred at room temperature for 3 h. The mixture was poured into H2O (25 mL) and extracted with ethyl acetate (3×25 mL). The organic layers were combined, washed with H2O (5×25 mL), brine (1×25 mL), dried over MgSO4 and concentrated in vacuo to give 2-(tert-butyldimethylsilyloxy)-1-(4-nitrophenyl)ethanone as a yellow solid (1.6 g, 98%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354444B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-550c22b313934c2382cccdfb26142ec1 |
| Source note | uspto-grants-2013_01 |