Potassium Phosphate, Tribasic → 2,3-dimethoxy-5-[(E)-2-phenylethenyl]pyridine
Reaktionsgleichung
Br[C:2]1[CH:3]=[C:4]([O:10][CH3:11])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].CC1(C)C(C)(C)OB(/[CH:28]=[CH:29]/[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)O1>O1CCOCC1.O>[CH3:9][O:8][C:5]1[C:4]([O:10][CH3:11])=[CH:3][C:2](/[CH:28]=[CH:29]/[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:7][N:6]=1Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A mixture of 5-bromo-2,3-dimethoxypyridine (0.50 g, 2.29 mmol), tripotassium phosphate (1.95 g, 9.17 mmol), tetrakistriphenylphosphine (0.27 g, 0.23 mmol) and (E)-4,4,5,5-tetramethyl-2-styryl-1,3,2-dioxaborolane (0.53 g, 2.29 mmol) was diluted with dioxane (6 ml) and water (1 ml) and heated in a microwave for 1 hour at 100° C. The reaction mixture was partitioned between ethyl acetate and water and the organics were dried (MgSO4), filtered and concentrated in vacuo to give yellow oil. The oil was purified by column chromatography (SiO2; 0-10% ethyl acetate in petrol) gave 2,3-dimethoxy-5-[(E)-2-phenylethenyl]pyridine as a colourless oil (116 mg, 21%).
Aufarbeitung
- customThe reaction mixture was partitioned between ethyl acetate and water
- dry with materialthe organics were dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
- customto give yellow oil
- customThe oil was purified by column chromatography (SiO2; 0-10% ethyl acetate in petrol)
Quellen und Nachweise
- ORD-Eintrag
- ord-032ccd7afd2746748ce48c0ca4108975
- Quelldatensatz
- uspto-grants-2015_11
- Patentnummer
- US09180122B2
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