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1: 3,4-dihydroxy-benzoic acid; 2,4-dihydroxy-benzoic acid; 3,4,5-trihydroxybenzenoic Acid; 3,5-di(hydroxy)benzoic acid; 2,3-dihydroxy-benzoic acid; 2,5-dihydroxyphenylcarboxylic acid; meta-hydroxy benzoic acid; salicylic acid; 4-hydroxy-benzoic acid With sodium hydride in hexane; N,N-dimethyl-formamide T=25°C; 2 h; Inert atmosphereCooling with ice; 2: methyl iodide in hexane; N,N-dimethyl-formamide 72 h; Inert atmosphere;

TiCl4-treated silica Diels-Alder reaction; 0.5 h; microwave irradiation; Product distribution; Further Variations:ReagentsTemperatures;

1: sodium hydroxide / 1,4-dioxane / 5 h / 20 °C 2: triethylamine; diphenyl phosphoryl azide / 80 °C View Scheme

sodium hydroxide in 1,4-dioxane T=20°C; 5 h;

[Ni0(1,5-cyclooctadiene)2]; methyl dimethoxy silane; tri-cyclo-hexyl-phosphine in toluene T=80°C; 12 h; Inert atmosphere; regioselective reaction;

hydrazine in ethanol 12 h; Heating;

ammonium hydroxide Ambient temperature;