Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 57682879 | HCID 57682879 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57682862 | HCID 57682862 | 82.6% |
Reaction Steps
0.66 g of 8-allyl-7-hydroxy-3-methyl-3,4-dihydro-2H-1,3-benzoxazin-2-one was dissolved in 6 ml of N,N-dimethylformamide. 0.63 g of potassium carbonate and 0.94 ml of methyl iodide were added to the above solution, and the obtained mixture was then stirred at room temperature overnight under nitrogen atmosphere. Thereafter, water and ethyl acetate were added to the reaction solution, so as to separate an organic layer. The obtained organic layer was washed with a sodium thiosulfate aqueous solution, water, and a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), so as to obtain 0.58 g of the subject compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07538123B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-dcbd1d50f1674fd99001550668685323 |
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| Source note | uspto-grants-2009_05 |
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