1: 2-methoxybromobenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.833333 h; Argon gasification; 2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran; hexane 4.16667 h;

bis(1,5-cyclooctadiene)nickel (0); potassium tert-butylate; chlorobenzene; cesium fluoride; 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride in toluene T=80°C; 9 h; Inert atmosphere;

in tetrahydrofuran T=0°C; Grignard Reaction; 2 h;

1: toluene / Reflux; Inert atmosphere 2: bis(1,5-cyclooctadiene)nickel (0); potassium tert-butylate; chlorobenzene; cesium fluoride; 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride / toluene / 9 h / 80 °C / Inert atmosphere View Scheme

1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / |Reflux 2: palladium 10 on activated carbon; hydrogen / ethanol / 5 h / 20 °C View Scheme