sulfuric acid; sodium cyanoborohydride 1.) THF, 65 deg C, 2 h, 2.) ether, 25 deg C, 12 h; Yield given. Multistep reaction;

1: 1.) thionyl chloride, 2.) NaIO4, RuCl3*3H2O / 1.) CCl4, reflux, 30 min, 2.) CH3CN/H2O, room temperature, 60 min 2: 1.) NaBH3CN, 2.) 20 percent aq. H2SO4 / 1.) THF, 65 deg C, 2 h, 2.) ether, 25 deg C, 12 h View Scheme

thionyl chloride Heating;

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