potassium carbonate in dimethyl sulfoxide T=20°C; 2 h;

lithium perchlorate T=100°C; 1 h;

1: pyridine / CH2Cl2 / 0.5 h / 20 °C 2: AlCl3 / 0.17 h / 150 °C 3: K2CO3 / acetone / 12 h / 40 °C View Scheme

1: AlCl3 / 0.17 h / 150 °C 2: K2CO3 / acetone / 12 h / 40 °C View Scheme

sodium hydroxide

1: With bis (3-tert-butyl-4-hydroxy-5-methyl phenyl)-sulfide; 3-chloro-benzenecarboperoxoic acid in dichloromethane Bayer-Villiger reaction; Heating; 2: With sodium hydroxide in ethanol 2 h;

1.1: 3-tert-butyl-4-hydroxy-5-methylphenyl sulfide; m-CPBA / CH2Cl2 / Heating 1.2: 71 percent / aq. NaOH / ethanol / 2 h 2.1: NaH / dimethylformamide / 0 °C 2.2: 51 percent / dimethylformamide / 160 - 170 °C 3.1: 15 percent / polyphosphoric acid / xylene / 0.5 h / Heating 4.1: 71 percent / BBr3 / CH2Cl2 / -78 - 20 °C View Scheme