Reaktion #218772

Reaktionsgleichung

2-bromo-4-cyclopentoxy-3-(p-nitrophenoxy)-benzaldehyde

sodium carbonate

Water

→

product

Ausbeute 56.4%

4-cyclopentyloxy-8-nitro-1-formyl dibenzo[b,d]furan

Ausbeute 56.4%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate (2×25 ml)
2. 2
   WaschenThe combined organic layer was washed with 5% hydrochloric acid
3. 3
   Trocknendried over anhydrous sodium sulfate

Vorschrift

Intermediate 2-bromo-4-cyclopentoxy-3-(p-nitrophenoxy)-benzaldehyde (500 mg, 1.09 mmol), anhydrous sodium carbonate (150 mg, 1.325 mmol) and palladium (II) acetate (25 mg, 0.096 mmol), in dimethylformamide (10 ml) are heated and stirred under nitrogen at 130° C. for 7 h. Water (90 ml) is added to the cooled reaction mixture and extracted with ethyl acetate (2×25 ml). The combined organic layer was washed with 5% hydrochloric acid followed by water and dried over anhydrous sodium sulfate to afford the product as a yellow solid (200 mg). mp: 230-240° C.

Quelle