1: 75 percent / benzene 2: 69 percent / 80percent aq. HCOOH / hexane / Ambient temperature 3: 63 percent / DIBAL-H / CH2Cl2 / -78 °C 4: 74 percent / MnO2 / CH2Cl2 5: 55 percent / tetrahydrofuran / 0.5 h / 0 °C 6: 79 percent / MnO2 / CH2Cl2 / Ambient temperature 7: 1.) NaH / 1.) THF, 2.) THF, RT 8: 5N aq. KOH / methanol / 1 h / 60 °C View Scheme

1: 75 percent / benzene 2: 69 percent / 80percent aq. HCOOH / hexane / Ambient temperature 3: 63 percent / DIBAL-H / CH2Cl2 / -78 °C 4: 74 percent / MnO2 / CH2Cl2 5: 55 percent / tetrahydrofuran / 0.5 h / 0 °C 6: 79 percent / MnO2 / CH2Cl2 / Ambient temperature 7: 1.) NaH / 1.) THF, 2.) THF, RT 8: 5N aq. KOH / methanol / 1 h / 60 °C View Scheme

1: 75 percent / benzene 2: 69 percent / 80percent aq. HCOOH / hexane / Ambient temperature 3: 63 percent / DIBAL-H / CH2Cl2 / -78 °C 4: 74 percent / MnO2 / CH2Cl2 5: 55 percent / tetrahydrofuran / 0.5 h / 0 °C 6: 79 percent / MnO2 / CH2Cl2 / Ambient temperature 7: 1.) NaH / 1.) THF, 2.) THF, RT 8: 5N aq. KOH / methanol / 1 h / 60 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11323289', constants.ctx, '0')">manganese(IV) oxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />&nbsp;Ambient temperature;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) ethylmagnesium bromide / 1.) THF, Et₂O, RT, 30 min, 2.) THF, Et₂O, overnight<br />2: 68 percent / LAH / tetrahydrofuran / Ambient temperature<br />3: 79 percent / MnO₂ / CH₂Cl₂ / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) ethylmagnesium bromide / 1.) THF, Et₂O, RT, 30 min, 2.) THF, Et₂O, overnight<br />2: 68 percent / LAH / tetrahydrofuran / Ambient temperature<br />3: 79 percent / MnO₂ / CH₂Cl₂ / Ambient temperature<br /> <br /> &nbsp;