1: 4-chloro-aniline With Fe(HSO4)3; silica gel; sodium nitrite in water Green chemistry; 2: β-naphthol in water T=20°C; 0.2 h; Green chemistry; regioselective reaction;

trifluoroacetic acid in benzene T=65°C; 3 h;

sodium hydroxide in water 0.333333 h;

in benzene 2 h; Heating;

in benzene 2 h; Heating;

1: benzene / 1.5 h 2: 80 percent / dinitrogen tetroxide / dimethylformamide / 2 h / 0 °C 3: 65 percent Spectr. / 1 N sodium hydroxide / ethanol / 0.08 h / Ambient temperature View Scheme

1: 80 percent / dinitrogen tetroxide / dimethylformamide / 2 h / 0 °C 2: 65 percent Spectr. / 1 N sodium hydroxide / ethanol / 0.08 h / Ambient temperature View Scheme

in acetonitrile added p-chloroaniline to a soln. of Ru-complex; stirred for 30 min at room temp.; evapd. to dryness; extracted with ice-cold water; filtrated; added β-naphthol with stirring over a period of 15 min; sepd.; recrystd. from methanol; dried residue obtained after water extraction; dissolved in CH2Cl2; added hexane; filtered; dried in vacuo; elem. anal.;

sodium Selenite in sodium hydroxide

acetic acid; sodium nitrite Kochen des Reaktionsprodukts mit alkoh.Kalilauge;