Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methyl-8-hydroxyquinoline | HCID 13224 | — |
| Reactant | 1-Acetoxy-2-bromoethane | HCID 13564 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70983851 | HCID 70983851 | 63% |
Reaction Steps
A mixture of 2-methylquinolin-8-ol (0.30 g, 1.9 mmol), 2-bromoethyl acetate (0.8.2 mL, 7.6 mmol) and potassium carbonate (1.6 g, 12 mmol) in acetone (7.5 mL, 1.9 mmol) was heated at 70° C. for 12 hours. The cooled reaction mixture was diluted with water (10 mL) and extracted with dichloromethane (3×20 mL). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by reverse phase chromatography on a C18 column (0-100% acetonitrile/water) to provide the title compound (0.29 g, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889704B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-444cd86c040a42d8b80714ad51c58f15 |
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| Source note | uspto-grants-2014_11 |
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