1: With sodium hydroxide in water; isopropyl alcohol T=65°C; 1.5 h; 2: With hydrogenchloride in water; isopropyl alcohol T=20°C; pH=3 - 4; 31 h;

1: 15percent n-BuLi/n-hexane / tetrahydrofuran / -55 °C 2: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature 3: 80 percent / 2N NaOH / ethanol / 60 °C View Scheme

1: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / Ambient temperature 2: 80 percent / 2N NaOH / ethanol / 60 °C View Scheme

1.1: dichloromethane; N,N-dimethyl-formamide / 0.5 h / 0 °C 2.1: pyridine / dichloromethane / 6 h / 20 °C 3.1: sodium hydroxide / isopropyl alcohol; water / 1.5 h / 65 °C 3.2: 31 h / 20 °C / pH 3 - 4 View Scheme

1: 1.) triethylamine, methanesulfonyl chloride, 2.) triethylamine / 1.) CH2Cl2, -50 deg C, 2.) CH2Cl2, -50 deg C 2: trifluoroacetic acid / CH2Cl2; various solvent(s) / 2 h / 0 °C 3: 51.1 percent / K2CO3 / dimethylformamide / 1.5 h / -40 °C 4: 73 percent / trifluoroacetic acid / CH2Cl2 / 1.5 h / Ambient temperature View Scheme