1: 60 percent / H2O / 3 h / Heating 2: 75 percent / thionyl chloride / 4 h / Heating 3: triethylamine / acetonitrile / 20 h / 25 °C 4: NaBH4 / methanol / 1 h / 0 - 20 °C View Scheme

pyridine; sodium tetrahydroborate; tris(phenanthroline)iron(III) tris(hexafluorophosphate) 1.) acetonitrile, room temperature, 16 h, 2.) acetonitrile, methanol; Yield given. Multistep reaction. Yields of byproduct given;

pyridine; sodium tetrahydroborate; tris(phenanthroline)iron(III) tris(hexafluorophosphate) 1.) room temperature, 10 min, 2.) methanol; Yield given. Multistep reaction. Yields of byproduct given;