Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2H-1,4-benzoxazin-3(4H)-one | HCID 72757 | — |
| Reactant | 4-(2-Bromoethoxy)Benzaldehyde | HCID 262706 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22593917 | HCID 22593917 | 91.2% |
Reaction Steps
A mixture of 2H-1,4-benzoxazin-3-(4H)-one (1.6 g, 10.7 mmol), 4-(2-bromoethoxy)benzaldehyde (2.95 g, 12.8 mmol) and potassium carbonate (5.93 g, 42.97 mmol) in dry dimethyl formamide (30 mL) was stirred at 80° C. for 10 h. Water (100 mL) was added and extracted with ethyl acetate (2×75 mL). The combined organic layers were washed with water (50 mL), brine (50 mL), dried (Na2SO4), filtered and the solvent was evaporated. The residue was chromatographed over silica gel using a mixture of ethyl acetate and pet. ether (2: 8) to afford the title compound (2.9 g, 91%) as a colorless solid. mp : 75-78° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06809095B2 |
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| Source dataset | uspto-grants-2004_10 |
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| ORD ID | ord-482bba2413fe4dbe90c2ef39e6519e3a |
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| Source note | uspto-grants-2004_10 |
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