반응 #90199

반응 방정식

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

수율 23.0%

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

수율 23.0%

용매

ethyl acetate

THF

반응 조건

후처리

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

실험 절차

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%).

출처