HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530341Generated: November 3, 2026
Water → 6-Bromo-7-chloro-1-methyl-3,4-dihydro-1H-quinolin-2-one
https://huagongshe.com/reaction/530341
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 6-Bromo-7-chloro-3,4-dihydroquinolin-2(1H)-one | HCID 70979362 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Bromo-7-chloro-1-methyl-3,4-dihydro-1H-quinolin-2-one | HCID 86679185 | 90% |
Reaction Steps
Potassium tert-butoxide (0.45 g, 4.0 mmol) was added at 0° C. to a solution of 6-bromo-7-chloro-3,4-dihydro-1H-quinolin-2-one (0.52 g, 2.0 mmol) in DMF (5 mL). Then, the reaction mixture was stirred at 0° C. for 30 min and methyl iodide (0.18 g, 1.29 mmol) was added. The resulting mixture was then stirred for 2 h before water was added. After extraction of the reaction mixture with EtOAc, the organic layer was washed with water and brine in sequence. Then, the organic layer was dried over anhy. Na2SO4 and the solvent was removed under reduced pressure to give a crude product (0.49 g, 90% yield) as a white solid. MS: 274.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353081B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-f6e132b9dd544c1089f5a6d221a3a916 |
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| Source note | uspto-grants-2016_05 |
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