Reaktion #491564

Reaktionsgleichung

21.3

2′-Fluoro-2-formyl-5′-methoxy-biphenyl-4-carboxylic acid methyl ester

sodium iodide

indium

1-bromo-3-methylbut-2-ene

→

product

Ausbeute 92.0%

2′-Fluoro-2-(1-hydroxy-2,2-dimethyl-but-3-enyl)-5′-methoxy-biphenyl-4-carboxylic acid methyl ester

Ausbeute 92.0%

Lösungsmittel

EtOAc

water

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic phase was washed with water and brine
2. 2
   Trocknendried over anhydrous sodium sulfate
3. 3
   FiltrationAfter filtration
4. 4
   Sonstigethe organic solvent was removed in vacuo
5. 5
   Sonstigeto give a residue which
6. 6
   Sonstigewas purified by CombiFlash® chromatography

Vorschrift

To a mixed solution of sodium iodide (2080 mg, 13876 μmol), indium (2000 mg, 6938 μmol, commercially available from Sigma-Aldrich, St. Louis, Mo., USA) and 1-bromo-3-methylbut-2-ene (1616 μL, 13876 μmol, commercially available from Sigma-Aldrich, St. Louis, Mo., USA) in DMF (30 mL), was added 21.3 (1593 mg, 13876 μmol). The mixture was stirred at room temperature for 1 hour and then diluted with EtOAc and water. The organic phase was washed with water and brine and then dried over anhydrous sodium sulfate. After filtration, the organic solvent was removed in vacuo to give a residue which was purified by CombiFlash® chromatography to give the product as an oil (2.30 g, 92%). MS ESI m/e: 376.1 (M+18)+.

Quelle