Reaktion #159450

Reaktionsgleichung

3-(5-Bromo-2-ethylphenyl)bicyclo[3.2.1]octane-2,4-dione

4-methylthiazole

triphenylphosphine

→

3-[2-ethyl-5-(4-methyl-thiazol-2-yl)phenyl]bicyclo[3.2.1]octane-2,4-dione

Lösungsmittel

acetonitrile water

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture is concentrated under reduced pressure
2. 2
   Filtrationfiltered
3. 3
   Sonstigepurified by preparative reverse-phase HPLC

Vorschrift

3-(5-Bromo-2-ethylphenyl)bicyclo[3.2.1]octane-2,4-dione (200 mg, 0.62 mmol), 4-methylthiazole (74 mg, 0.75 mmol), silver carbonate (860 mg, 3.1 mmol), triphenylphosphine (16.3 mg, 62.2 umol) and [1,1-bis(diphenylphosphino)ferrocene]palladium(II)chloride (26 mg, 31.1 umol) are added to a scintillation vial and shaken with a degassed solvent mixture of acetonitrile:water 1:1 (1.5 ml) at 65° C. for 22 hours. The mixture is concentrated under reduced pressure, taken up in DMSO (1.5 ml), filtered and purified by preparative reverse-phase HPLC to give 3-[2-ethyl-5-(4-methyl-thiazol-2-yl)phenyl]bicyclo[3.2.1]octane-2,4-dione.

Quelle