potassium carbonate in N,N-dimethyl-formamide T=60°C; 24 h;

1: isopropyl-1-(p-hydroxyphenyl)propionate With sodium hydride in tetrahydrofuran T=0°C; deprotonation; 2: 2-iodo-propane in tetrahydrofuran; N,N-dimethyl-formamide T=22°C; Etherification; 12 h; Further stages.;

1.1: 98 percent / HCl / 12 h / 22 °C 2.1: NaH / tetrahydrofuran / 0 °C 2.2: 82 percent / dimethylformamide; tetrahydrofuran / 12 h / 22 °C View Scheme

1.1: 98 percent / Br2; AcOH / CH2Cl2 / 1 h 2.1: Pd(PPh3)4; 2,6-di-tert-butyl-4-methylphenol / toluene / 0.25 h / 22 °C 2.2: 67 percent / toluene / 12 h / 110 °C 3.1: 91 percent / 1M aq. KOH / 12 h / 100 °C View Scheme