sodium hydrogencarbonate in methanol 3 h; Heating;

sodium hydroxide T=70 - 80°C;

1.1: 95 percent / NaHCO3 / methanol / 3 h / Heating 2.1: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C 3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 3.2: diethyl ether; hexane / 1 h / -78 °C 4.1: 88 percent / Na2CO3; O2 / Pd(OAc)2 / dimethylformamide / 12 h / 50 °C / 760 Torr 5.1: 90 percent / NBS; AIBN / CCl4 / 10 h / Heating 6.1: 99 percent / NaN3 / ethanol; H2O / 8 h / Heating 7.1: NaBH4; [4(S)-Ph-oxazolidin-2-ylidene][4(S)-Ph-2-oxazolin-2-yl](CN)C / CoCl2*6H2O / ethanol; dimethylformamide / 24 h / 25 °C View Scheme

1: aqueous NaOH / 70 - 80 °C 2: water; copper (I)-chloride; hydrogen; ammonia / 125 °C View Scheme

1: aqueous NaOH / 70 - 80 °C 2: copper (I)-chloride View Scheme

1.1: 95 percent / NaHCO3 / methanol / 3 h / Heating 2.1: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C 3.1: n-BuLi / diethyl ether; hexane / 1 h / -78 °C 3.2: diethyl ether; hexane / 1 h / -78 °C View Scheme

1: 95 percent / NaHCO3 / methanol / 3 h / Heating 2: 89 percent / K2CO3 / dimethylformamide / 12 h / 50 °C View Scheme

N-bromosuccinmide in acetonitrile T=60°C; 10 h;

1: 97 percent / H2SO4 / 6 h / 100 °C 2: 99 percent / NBS / acetonitrile / 10 h / 60 °C View Scheme

bromine; sodium acetate; acetic acid