sodium methylate; sodium in methanol; water; N,N-dimethyl-formamide

sodium methylate in N,N-dimethyl-formamide T=90 - 100°C;

in DMF (N,N-dimethyl-formamide) T=20 - 70°C;

in N,N-dimethyl-formamide T=80°C; 1.5 h;

sodium methylate; sodium hydrogencarbonate in methanol; ethyl acetate

sodium methylate in methanol

1.1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / 1,4-dioxane / 100 °C 2.1: n-butyllithium / tetrahydrofuran / 1 h / -70 - -25 °C / Large scale reaction 2.2: 1 h / -70 - -65 °C 3.1: hydrogenchloride / methanol; water / 4 h / 45 °C / Large scale reaction 4.1: iron sulphate heptahydrate; sodium 3-nitrobenzene sulfonate; sulfuric acid; boric acid / water / 6 h / 135 - 145 °C / Large scale reaction 5.1: lithium hydroxide hydrate / N,N-dimethyl-formamide / 24 h / 120 - 130 °C / Large scale reaction 6.1: sodium periodate / methanol; water / 16 h / 30 - 40 °C / Large scale reaction 7.1: lithium chloride / N,N-dimethyl-formamide / 0.5 h / 110 - 120 °C / Large scale reaction View Scheme

1.1: ammonium hydroxide; copper(II) sulfate / 130 °C 2.1: tetrahydrofuran 3.1: n-butyllithium / tetrahydrofuran / 1 h / -70 - -25 °C / Large scale reaction 3.2: 1 h / -70 - -65 °C View Scheme

1: With n-butyllithium in tetrahydrofuran T=-78°C; 0.5 h; 2: With sulfur dioxide in tetrahydrofuran T=-78 - 20°C; 3: With N-chloro-succinimide in dichloromethane T=0 - 20°C;

caesium carbonate; tris(dibenzylideneacetone)dipalladium (0); 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene in 1,4-dioxane T=90°C; 48 h;