Pyridine → N-[(1Z)-{(E,3aS,7aR)-7-(bromomethylene)-octahydro-3a-methyl-2-oxoindene-3-ylidene}methyl]-N-phenethylacetamide

Participants

Reaction Steps

To a solution of (1Z,3aR,4E,7aS)-4-(bromomethylene)-hexahydro-7a-methyl-1-{(phenylamino)methylene}-1H-indene-2(3H)-one (Compound 27: 182 mg, 0.486 mmol) in pyridine (1 ml), acetyl chloride (50 μl, 0.703 mmol) was added at 0° C. The resulting mixture was allowed to rise to room temperature and stirred for 30 minutes. The solvent was removed by evaporator, and the residue was dissolved in diethyl ether. The resulting mixture was washed with 2 N hydrochloric acid, water and with saturated brine, and dried over magnesium sulfate, followed by evaporation under reduced pressure to obtain a crude product of N-[(1Z)-{(E,3aS,7aR)-7-(bromomethylene)-octahydro-3a-methyl-2-oxoindene-3-ylidene}methyl]-N-phenethylacetamide (184 mg, 91%).

Provenance & Evidence