HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Trifluoromethyl-8-propyl-7-hydroxycoumarin | HCID 53701430 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one | HCID 57963014 | 105.4% |
Reaction Steps
An N,N-dimethylformamide (5 mL) solution of 7-hydroxy-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (500 mg, 1.84 mmol), 1,4-dibromobutane (2.19 mL, 18.36 mmol), and potassium carbonate (375 mg, 2.76 mmol) was stirred overnight at room temperature. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using silica-gel chromatography (hexane:ethyl acetate=10:1), and the title compound (0.79 g) was obtained as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919509B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-57a940b758594132aef2836b23d3e696 |
| Source note | uspto-grants-2011_04 |