sulfuric acid 72 h; Heating;

in dichloromethane T=0 - 20°C; 1.16667 h;

in methanol; dichloromethane; N,N-dimethyl-formamide

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 12 h / 20 °C / Inert atmosphere 2: dichloromethane / 1.17 h / 0 - 20 °C View Scheme

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / N,N-dimethyl-formamide / Heating 2: tetrakis(triphenylphosphine) palladium(0); caesium carbonate / 1,4-dioxane / 80 °C / Molecular sieve 3: methanol; sodium hydroxide View Scheme

1: With pyrrolidine; sodium bis(2-methoxyethoxy)aluminium dihydride in tert-butyl methyl ether; toluene T=-20 - 25°C; 1.33333 h; 2: With potassium tert-butylate in tetrahydrofuran; tert-butyl methyl ether; toluene 3: methyl 5-bromo-2-chloro-benzoate in tetrahydrofuran; tert-butyl methyl ether; toluene T=10°C; 0.25 h;

methanol; sodium tetrahydroborate in tetrahydrofuran T=20°C; 2.5 h;

hydrogenchloride in dichloromethane

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate in N,N-dimethyl-formamide Heating;