Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-[4-(9-Anthryl)phenyl]benzoxazole | HCID 57967363 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57967305 | HCID 57967305 | 83.3% |
Reaction Steps
In a 1 L Meyer flask, 3.3 g (8.8 mmol) of 2-[4-(9-anthryl)phenyl]benzoxazole, 50 mL of toluene, and 200 mL of ethyl acetate were placed. Into the solution, 1.6 g (8.8 mmol) of N-bromosuccinimide was added little by little. This solution was stirred under air for 25 hours. After a certain period, the solution was washed with water, a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline, and then, the organic layer was dried with magnesium sulfate. The obtained mixture was gravity filtered, and the filtrate was condensed to give an oily substance. The oily substance was purified by silica gel column chromatography (toluene:hexane=5:1) to give a solid. The solid was recrystallized with toluene/methanol, giving 3.3 g of the target yellow powder in a yield of 82%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859108B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-da4f405962094ba0b7cf1e64dfde2caf |
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| Source note | uspto-grants-2014_10 |
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