chromium(VI) oxide; sulfuric acid in acetone

1: 96 percent / CrO3, H2SO4 / acetone 2: 89 percent / NBS / CCl4 / Irradiation 3: 86 percent / NaOMe / methanol; tetrahydrofuran 4: 87 percent / K2CO3 / acetone 5: 51 percent / glac. AcOH, aq. HCl / 5 h / Heating View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 60 percent / potassium carbonate / acetone / 22 h / 25 &deg;C<br />2: 96 percent / sodium methoxide / methanol / 5 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 8 mg / CrO₃, pyridine / 1 h / 28 &deg;C<br />2: 6.7 g / NaBH₄ / methanol / 0.33 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 90 percent / TsOH / benzene / 17 h / Heating<br />2: 91 percent / NaBH₄ / methanol / 1 h / 15 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 81 percent / MCPBA / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) r.t., 2 h<br />2: 70 percent / NaOMe / methanol / 10 h / Heating<br /> <br /> &nbsp;