1: 2-(2-chlorophenyl)acetic acid With N,N,N',N',N'',N''-hexamethylphosphoric triamide; lithium diisopropyl amide in tetrahydrofuran; n-heptane; ethylbenzene T=0 - 20°C; 1 h; 2: methyl iodide in tetrahydrofuran; n-heptane; ethylbenzene T=0 - 20°C; 0.5 h; 3: With hydrogenchloride in tetrahydrofuran; n-heptane; ethylbenzene; water

bis(acetylacetonate)nickel(II); diethylzinc; caesium carbonate in tetrahydrofuran T=23°C; P=760.051 Torr; 12 h; Inert atmosphere;

hydroalcoholic 2N NaOH 10 h; Heating;

1: SOCl2 / 1 h / 60 °C 2: CH2Cl2 / 1 h / 40 °C 3: 1.) NaNH2 / 1.) toluene, RT, 10 min, 2.) toluene, RT, 40 min 4: H2O, ethan. KOH / ethanol / 24 h / Heating View Scheme

1: CH2Cl2 / 1 h / 40 °C 2: 1.) NaNH2 / 1.) toluene, RT, 10 min, 2.) toluene, RT, 40 min 3: H2O, ethan. KOH / ethanol / 24 h / Heating View Scheme

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 °C 1.2: tetrahydrofuran; hexane / 0 °C 2.1: potassium hydroxide / ethanol; H2O / 0 °C View Scheme