Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 19597231 | HCID 19597231 | — |
| Reactant | 2-chloroquinolin-5-ol | HCID 135442221 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | HCID 86634195 | HCID 86634195 | 30.2% |
Reaction Steps
2-Chloro-5-hydroxy-quinoline (0.30 g, 1.67 mmol) was dissolved in aceton (10 mL). Potassium carbonate (370 mg, 2.7 mmol) and bromo-ethyl-methylether (250 □L, 2.7 mmol) were added. The reaction mixture was stirred for 18 h at 50° C. After addition of water the reaction mixture was extracted with ethyl acetate (3×50 mL) and the combined organic phases were dried on sodium sulfate. After evaporation of the solvent a brown oil was obtained which was subjected to column chromatography (silica gel, heptane:ethyl acetate 9:1, 4:1) to yield 2-chloro-5-(2-methoxy-ethoxy)-quinoline as a colorless oil (120 mg, 30%); MS: m/e=238.8 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994324B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-34a3c4d7b5f34a3e9db6df60efea5750 |
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| Source note | uspto-grants-2011_08 |
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