HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetone → 2-(6-Bromo-5-methoxypyridin-2-yl)propan-2-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetone | HCID 180 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | 2-Bromo-6-iodo-3-methoxypyridine | HCID 11099040 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(6-Bromo-5-methoxypyridin-2-yl)propan-2-ol | HCID 57556073 | — |
Reaktionsschritte
2-Bromo-6-iodo-3-methoxy-pyridine (500 mg) is dissolved in dry toluene (5 ml) and thereto is added dropwise 1.6M n-butyllithium in hexane (1 ml) at −78° C. under nitrogen atmosphere, and the mixture is stirred for 1 hour and thereto is added acetone (0.23 ml), and the mixture is stirred overnight. To the reaction solution are added water and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=4:1→6:2) to give 2-(6-bromo-5-methoxy-pyridin-2-yl)-propan-2-ol (197 mg). MS (m/z): 246/248 [M+H]+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08076364B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-1f6e356549924bf58356ad7926f353d7 |
| Quellennotiz | uspto-grants-2011_12 |