HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72562Generated: October 26, 2026
Potassium Carbonate → 2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one
https://huagongshe.com/reaction/72562
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-bromo-N-(2-hydroxyphenyl)-2-methylpropionamide | HCID 14684985 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,2-dimethyl-3,4-dihydro-2H-1,4-benzoxazin-3-one | HCID 10607395 | 84.5% |
Reaction Steps
To a stirred solution of 2-Bromo-N-(2-hydroxy-phenyl)-2-methyl-propionamide (21.8 g, 84.4 mmol) in DMF (85 mL) at 25° C. was added potassium carbonate (23.32 g, 168.99 mmol) and stirred the reaction mixture at 80° C. for 4 h. After TLC reaction mixture was filtered through celite and diluted with ethyl acetate 500 mL and then washed with water (100 mL×3), brine (100 mL), dried over anhydrous sodium sulfate, concentrated to give 2,2-dimethyl-4H-benzo[1,4]oxazin-3-one (12.64 g) as brown solid which was purified by column chromatography to furnish 8.5 g pure compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08828951B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-310676b3b0374acb974741ad049f92f7 |
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| Source note | uspto-grants-2014_09 |
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