in tetrahydrofuran T=-20°C; 0.5 h;

1: n-butyllithium; 3-methoxy-α-[(trimethylsilyl)oxy]benzeneacetonitrile With diisopropylamine in tetrahydrofuran; hexane T=-70°C; Metallation; 0.5 h; 2: 1-bromo-3-chloro-propane in tetrahydrofuran; hexane T=20°C; Alkylation; 2 h; Further stages.;

1.1: 69 percent / ZnI2 / 8 h / 80 °C 2.1: diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -70 °C 2.2: 61 percent / tetrahydrofuran; hexane / 2 h / 20 °C View Scheme

in tetrahydrofuran T=0°C;

Yield given. Multistep reaction;