1: 1.1 g / pyridine / 18 h / 20 °C 2: 460 mg / diethyl ether / 48 h / 20 °C 3: 120 mg / sodium methoxide / methanol / 1 h / Heating View Scheme

1: 460 mg / diethyl ether / 48 h / 20 °C 2: 120 mg / sodium methoxide / methanol / 1 h / Heating View Scheme

potassium hydroxide

sodium methylate in methanol Hydrolysis; 1 h; Heating;

1: acetic anhydride; 2-methoxy-phenol With sulfuric acid in acetic anhydride Acetylation; 0.5 h; refluxing; 2: 1-acetoxy-2-methoxybenzene With sulfuryl dichloride in chloroform T=20°C; Chlorination; 24 h; 3: 2-acetoxy-4-chloro-1-methoxybenzene With aluminium trichloride T=100°C; Fries rearrangement; 1 h; heating on boiling water bath;