Reaktion #730216

Reaktionsgleichung

1,4-diiodobenzene

3-methylpyrazole

8-hydroxyquinoline

K2CO3

→

1-(4-iodophenyl)-3-methyl-1H-pyrazole

Ausbeute 28.5%

Lösungsmittel

EtOAc

Water

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas degassed
2. 2
   FiltrationThe mixture was filtered
3. 3
   SonstigeThe organic layer was separated
4. 4
   Sonstigepurified by silica gel column chromatography with hexane

Vorschrift

A mixture of 1,4-diiodobenzene (4.00 g, 12.1 mmol), 3-methylpyrazole (0.972 g, 12.1 mmol), 8-hydroxyquinoline (0.176 g, 1.21 mmol) and K2CO3 (1.69 g, 12.2 mmol) in DMSO (12 mL) was degassed before being charged with CuI (0.230 g, 1.21 mmol). The mixture in a sealed tube was heated at 130° C. overnight. Water and EtOAc were added. The mixture was filtered. The organic layer was separated, then purified by silica gel column chromatography with hexane followed by 4-6% EtOAc in hexane to give 1-(4-iodophenyl)-3-methyl-1H-pyrazole (0.98 g).

Quelle