HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dimethylformamide → 3-Methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | 3-(Chloromethyl)pyridine | HCID 18358 | — |
| Edukt | 4-Hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester | HCID 13849456 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3-Methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester | HCID 68716974 | 90% |
Reaktionsschritte
To a round bottom flask with stir bar was added 4-hydroxy-3-methyl-benzofuran-2 carboxylic acid t-butyl ester (1 mmol), 3-picolyl chloride (1.1 equiv.) potassium carbonate (5 equiv.) and 10 mL DMF. The reaction mixture was stirred overnight and then slowly added dropwise to water (10 mL) with stirring. The resulting mixture was extracted with ethyl acetate (2×20 mL), brine (20 mL), dried over magenesium sulfate. Filtration and evaporation of solvent afforded 3-methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester as a thick oil in 90% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07420001B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-283ee1398f014fee8050dfa0cf6b04c0 |
| Quellennotiz | uspto-grants-2008_09 |