1: 5percent aq. NaOH / methanol 2: 1.) Et3N / 1.) CH2Cl2, 0 deg C, 15 min, 2.) CH2Cl2, 30 min 3: CH2Cl2 / 1 h View Scheme

sodium hydroxide in methanol

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) t-BuOK / 1.) THF, DMSO, -10 deg C, 30 min, 2.) THF, -10 deg C<br />2: H₂ / Pd/C / acetone<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) O₃, NaHCO₃, 2.) Et₃N / 1.) CH₂Cl₂, MeOH, 2.) CH₂Cl₂, a) 0 deg C, 15 min, b) RT, 4 h<br />2: 1.) t-BuOK / 1.) THF, DMSO, -10 deg C, 30 min, 2.) THF, -10 deg C<br />3: H₂ / Pd/C / acetone<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1.) t-BuOK / 1.) THF, DMSO, -10 deg C, 30 min, 2.) THF, -10 deg C<br />2: H₂ / Pd/C / acetone<br /> <br /> &nbsp;