hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal in ethanol 6 h; Heating;

sodium in tert-butyl alcohol 17 h; Heating;

1: 32 percent / sodium hydride / tetrahydrofuran / 45 h / Heating 2: 71 percent / p-toluenesulfonic acid; hydrogen / palladium/charcoal / ethanol / 6 h / Heating View Scheme

1: 69 percent / sodium hydroxide / H2O; tetrahydrofuran / 3 h / 0 °C 2: 32 percent / sodium hydride / tetrahydrofuran / 45 h / Heating 3: 71 percent / p-toluenesulfonic acid; hydrogen / palladium/charcoal / ethanol / 6 h / Heating View Scheme

1: NaH / dimethylformamide / Heating View Scheme

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