HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 2-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Imd-0354 | HCID 5081913 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-benzamide | HCID 71508592 | 93% |
Reaction Steps
N-(3,5-bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide (191.8 mg) obtained in step 1 was dissolved in dimethylformamide (DMF, 1.5 ml), to which benzylbromide (0.07 ., 0.55 mmol) and potassium carbonate (K2CO3, 82.9 mg, 0.6 mmol) were added. The reaction mixture was stirred at room temperature for 4 hours. Dimethylformamide was distillated under reduced pressure, followed by extraction with ethylacetate (EtOAc). The extracted organic layer was dried over MgSO4, filtered and concentrated. The concentrated reactant was separated by column chromatography (developing solvent: hexane/ethylacetate=15/1) to give 220 mg of the target compound (yield: 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266872B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-40de91f884a44fcda94fb99ecc2b1564 |
| Source note | uspto-grants-2016_02 |