Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Formaldehyde | HCID 712 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 6-Fluoro-2-methylquinoline | HCID 70784 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-(6-Fluoroquinolin-2-yl)ethanol | HCID 83674564 | 30,3% |
Reaktionsschritte
6-Fluoro-2-methylquinoline (1.00 g, 6.20 mmol) and sodium hydroxide were each added sequentially to the mixture of HCHO in water. Then 2 mL of EtOH were added to the mixture. The resulting solution was stirred at about 85° C. overnight. The organic layer was extracted with EA (3×10 mL), collected and dried with anhydrous Na2SO4, filtered and concentrated to afford a pink oil. The crude material was purified by chromatography on silica-gel (eluent: PE/EA=6/1) and then further purified by combi-flash chromatography (NH4HCO3/H2O, MeOH/H2O=40%-60%) to give 360 mg of the title product (yield: 30.3%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09273068B2 |
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| Quelldatensatz | uspto-grants-2016_03 |
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| ORD ID | ord-9d5a1de7af2a4998b6cc81a8e44567c4 |
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| Quellennotiz | uspto-grants-2016_03 |
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