Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Dihydro-2H-1,4-benzoxazine | HCID 585096 | — |
| Reactant | HCID 22118749 | HCID 22118749 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22593940 | HCID 22593940 | 91% |
Reaction Steps
A mixture of 2,3-dihydro-1,4-benzoxazine (1.07 g, 7.94 mmol), 2-bromomethyl-5-formyl benzofuran (1.9 g, 7.94 mmol), potassium carbonate (5.5 g, 39.74 mmol) and Aliquat 336 (2 drops) in dimethyl formamide (25 ml) was stirred at 65° C. for 8 h. Water (50 ml) was added to reaction mixture and extracted with ethyl acetate (2×50 ml). The extracts were washed with water (50 ml), brine (50 ml) and dried (Na2SO4). The solvent was evaporated to dryness and the residue was chromatographed over silica gel using a mixture of ethyl acetate pet. ether (3:7) as an eluent to afford the title compound (2.1 g, 91%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06011031 |
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| Source dataset | uspto-grants-2000_01 |
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| ORD ID | ord-a7822dc683e840339926b0bbf57c7fd6 |
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| Source note | uspto-grants-2000_01 |
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