potassium hydroxide in methanol Hydrolysis; 16 h; Heating;

sodium hydroxide in methanol 2 h; Heating;

1.1: nBuLi / tetrahydrofuran / 0 °C 1.2: ZnCl2 2.1: aq. NaOH / methanol View Scheme

EtMgI; diethyl ether Erwaermen des Reaktionsprodukts mit wss.-methanol. KOH;

ethanol Erhitzen des Reaktionsprodukts mit wss. KOH;

sodium hydroxide Yield given;

1: dimethylformamide / 80 h / 110 °C 2: 243.3 g / aq. hydrazine hydrate / tetrahydrofuran; methanol / 10 - 20 °C 3: 72.2 percent / acetic acid / 5 - 20 °C 4: 87.3 percent / dimethylformamide; H2O / 6 h / Heating 5: 94.1 percent / aq. potassium hydroxide / methanol / 16 h / Heating View Scheme

1: 87.3 percent / dimethylformamide; H2O / 6 h / Heating 2: 94.1 percent / aq. potassium hydroxide / methanol / 16 h / Heating View Scheme

1: 243.3 g / aq. hydrazine hydrate / tetrahydrofuran; methanol / 10 - 20 °C 2: 72.2 percent / acetic acid / 5 - 20 °C 3: 87.3 percent / dimethylformamide; H2O / 6 h / Heating 4: 94.1 percent / aq. potassium hydroxide / methanol / 16 h / Heating View Scheme

1: 82.5 percent / H2O; aq. acetic acid / 12 h / Ambient temperature 2: 55.9 percent / H2O; dimethylformamide / 1.5 h / Heating 3: 86.2 percent / 50percent NaH / dimethylformamide; benzene / 1.) room temp., 15 min; 2.) room temp., 10 h 4: 77.6 percent / TiCl3 / tetrahydrofuran / 0.33 h / Ambient temperature 5: NaNO2/2 N HCl 6: CuCl/concd. HCl / 1.) room temp., 0.5 h; 2.) 95 deg C, 5 min 7: 78.1 percent / 40percent aq. NaOH / methanol / 2 h / Heating View Scheme