N-(3-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-4-(tributyl-stannyl)benzyl)-N-methylprop-2-en-1-amine → (3-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-4-(tri butyl-stannyl)phenyl)-N-methylmethanamine

Participants

Reaction Conditions

Reaction Steps

Compound 13 (270 mg, 409 μmol) was dissolved in dichloromethane (5 mL) and the solution was degassed by nitrogen bubbling over 15 min. The solution was then added to N,N-dimethylbarbituric acid (191 mg, 1.23 mmol) and Tetrakis(triphenylphosphine)palladium(0) (19 mg 16.4 μmol) placed in a two necked flask under nitrogen atmosphere and the resulting mixture was warmed 4 h at 35° C. The solvent was removed under vacuum, the residue dissolved in diethylether (10 mL), and washed with a 0.1M sodium carbonate solution (2×5 mL). The organic layer was dried over sodium sulfate and concentrated under vacuum. The residue was purified over silica gel using chloroform/methanol (9/1) to give 199 mg (321 μmol, 78% yield) of a yellowish oil.

Provenance & Evidence