Reaktion #90199

Reaktionsgleichung

trifluoro-methanesulfonic acid 6,6-dimethyl-11-oxo-6,11-dihydro-benzo[b]naphtho[2,3-d]furan-8-yl ester

benzhydrylideneamine

cesium carbonate

BINAP

→

title compound

Ausbeute 23.0%

8-Amino-6,6-dimethyl-6H-benzo[b]naphtho[2,3-d]furan-11-one

Ausbeute 23.0%

Lösungsmittel

ethyl acetate

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine
2. 2
   Einengenconcentrated under reduced pressure
3. 3
   SonstigeThe resulting residues were purified by silica gel column (ethyl acetate/hexane)

Vorschrift

To trifluoro-methanesulfonic acid 6,6-dimethyl-11-oxo-6,11-dihydro-benzo[b]naphtho[2,3-d]furan-8-yl ester (100 mg), benzhydrylideneamine (0.05 ml), cesium carbonate (110 mg), palladium acetate (2 mg) and BINAP (7 mg), THF (2 ml) was added. The mixture was stirred and heated at 65° C. overnight under nitrogen atmosphere, and the reaction mixture was diluted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine, and then concentrated under reduced pressure. The resulting residues were purified by silica gel column (ethyl acetate/hexane) to obtain the title compound (16 mg, 23%).

Quelle