Triphenylphosphine → HCID 21936940, compound

Participants

Reaction Conditions

Reaction Steps

510 mg (1 mmol) of (±)-1-trifluoromethanesulfonyloxy-7-[[4-(2-methylphenyl)piperidin-1-yl]carbonyl]-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one were dissolved in 4 mL of DMF under an argon atmosphere, then 72 mg (0.1 mmol) of dichlorobis(triphenylphosphine)palladium (II), 340 mg (8 mmol) of LiCl and 105 mg (0.4 mmol) of triphenylphosphine were added, followed by a solution of 0.3 mL (1.04 mmol) of tributyl(vinyl)tin in 0.5 mL of DMF. The reaction mixture was heated to 100° C. for 6 h, then it was poured into water and extracted with AcOEt. The organic layer was dried and the solvent was removed in vacuo. The crude reaction mixture was purified by flash chromatography, eluting with a mixture AcOEt/hexane 1:1, yielding 90 mg of the title compound.

Provenance & Evidence