sulfuric acid 2 h; Reflux;

1: chloroform; bromine 2: alkaline solution View Scheme

1: With lithium hydroxide hydrate; water in methanol T=20°C; 14 h; 2: With hydrogenchloride in water

1: 3-methoxy-4-hydroxybenzeneacetic acid ethyl ester With potassium carbonate in N,N-dimethyl-formamide T=60°C; 2: 2-iodo-propane in N,N-dimethyl-formamide T=60°C; 5 h;

1: oxone; sodium bromide / water; acetone 2: water; sodium hydroxide / tetrahydrofuran View Scheme

1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 20 °C / |Inert atmosphere; |Cooling with acetone-dry ice 2: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 4 h / 80 °C / |Inert atmosphere View Scheme