Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-Bromosalicylaldehyde | HCID 72863 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 17620916 | HCID 17620916 | — |
Reaction Steps
To a solution of 5-bromosalicylaldehyde (5.00 g, 24.87 mmol) in DMF (200 ml) were added K2CO3 (4.47 mg, 32.34 mmol) and 1,2-dibromoethane (46.73 mg, 21.44 ml, 248.73 mmol), followed by stirring at 50° C. for 9 hours. After complete reaction, the solution was cooled to room temperature, cleansed with an aqueous saturated NH4Cl solution and extracted with ethyl acetate. The organic layer thus obtained was additionally washed once with an aqueous saturated NH4Cl solution. Then, the organic layer was dried over anhydrous MgSO4 and filtered, and the filtrate was concentrated in a vacuum. The residue was subjected to column chromatography (ethyl acetate/n-hexane 1/9→1/5) to afford the object compound (yellowish solid, 300 mg, 90.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148541B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-2b07e4368ef94e8c8d26d55e7c63499d |
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| Source note | uspto-grants-2012_04 |
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