HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → HCID 18536371, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18536444 | HCID 18536444 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18536371 | HCID 18536371 | 33.3% |
Reaction Steps
To a solution of 2-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)-phenoxymethyl]-5-cyanobenzimidazole (915 mg) in dimethylformamide (15 ml) was added 60% sodium hydride (90 mg) with ice-cooling, and the mixture was stirred at the same temperature for 20 min. Phenacyl bromide (426 mg) was added and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the reaction mixture was extracted with ethyl acetate and washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated. The obtained residue was purified by HPLC (hexane:ethyl acetate=2:3) to give the title compound (385 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562828B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-a6e1494506c1430d9922a4b98d9fc3c5 |
| Source note | uspto-grants-2003_05 |