Reaktion #218773

Reaktionsgleichung

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

→

crude product

Ausbeute 0.1%

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

Ausbeute 0.1%

Lösungsmittel

—

ice water

HBr

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction contents
2. 2
   Extraktionextracted with ethyl acetate (3×50 ml)
3. 3
   WaschenThe combined organic layer was washed with saturated sodium bicarbonate, and water
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeRemoval of the organic solvent in vacuo

Vorschrift

4-cyclopentyloxy-8-nitro-1-formyl dibenzo[b,d]furan (200 mg, 0.530 mol) was heated in HBr (47% in acetic acid) (5 ml) in glacial acetic acid (10 ml) at 50° C. for 7-8 h. The reaction contents were poured in ice-water (200 ml) and extracted with ethyl acetate (3×50 ml). The combined organic layer was washed with saturated sodium bicarbonate, and water and dried over anhydrous sodium sulfate. Removal of the organic solvent in vacuo afforded the crude product as a white solid (150 mg). The crude white solid was used as such without further purification. mp: >270° C.

Quelle