Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 19972623 | HCID 19972623 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19972647 | HCID 19972647 | 73% |
Reaction Steps
A mixture of 5 g of 8-hydroxy-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran, 4.2 g of anhydrous potassium carbonate and 43.6 g of 1,4-dibromobutane in 45 ml of dimethylformamide was stirred at 75° C. for 2 hours. The mixture was cooled to 20°-25° C., poured into 100 ml of water and extracted with dichloromethane. The organic solution was washed with aqueous sodium chloride solution and dried on anhydrous sodium sulfate. The solvents and excess 1,4-dibromobutane were evaporated off in vacuo. The residue was rinsed with 55 ml of petroleum ether:diethyl ether (7:4) and collected by suction filtration to yield 5.6 g of the title compound, m.p. 91°-92° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05605896 |
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| Source dataset | uspto-grants-1997_02 |
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| ORD ID | ord-688e74ae450b429bbe3967872fcd3048 |
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| Source note | uspto-grants-1997_02 |
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