hydrogenchloride in methanol; water 1 h; Ambient temperature;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587191', constants.ctx, '0')">dihydrogen peroxide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br />18&nbsp;h;&nbsp;&nbsp;Ambient temperature;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 12 steps<br /> </b>1: 72 percent / benzene / 16 h / Heating<br />2: 88 percent / H₂ / Pd/C / ethyl acetate<br />4: 97 percent / NaOH / ethanol; H₂O / 1.5 h / Ambient temperature<br />5: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature<br />6: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 &deg;C<br />7: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 &deg;C<br />8: H₂O₂, m-chloroperoxybenzoic acid / CHCl₃; H₂O / 0.75 h / -50 - 0 &deg;C<br />9: toluene / 5 h / 90 &deg;C<br />10: NaOH / methanol / 2 h / Ambient temperature<br />11: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h<br />12: 58 percent / H₂O₂ / pyridine; CH₂Cl₂; H₂O / 18 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 11 steps<br /> </b>1: 88 percent / H₂ / Pd/C / ethyl acetate<br />3: 97 percent / NaOH / ethanol; H₂O / 1.5 h / Ambient temperature<br />4: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature<br />5: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 &deg;C<br />6: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 &deg;C<br />7: H₂O₂, m-chloroperoxybenzoic acid / CHCl₃; H₂O / 0.75 h / -50 - 0 &deg;C<br />8: toluene / 5 h / 90 &deg;C<br />9: NaOH / methanol / 2 h / Ambient temperature<br />10: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h<br />11: 58 percent / H₂O₂ / pyridine; CH₂Cl₂; H₂O / 18 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 14 steps<br /> </b>1: 91 percent / Na / ethanol / 0.25 h<br />2: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.75 h / -78 &deg;C<br />3: 72 percent / benzene / 16 h / Heating<br />4: 88 percent / H₂ / Pd/C / ethyl acetate<br />6: 97 percent / NaOH / ethanol; H₂O / 1.5 h / Ambient temperature<br />7: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature<br />8: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 &deg;C<br />9: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 &deg;C<br />10: H₂O₂, m-chloroperoxybenzoic acid / CHCl₃; H₂O / 0.75 h / -50 - 0 &deg;C<br />11: toluene / 5 h / 90 &deg;C<br />12: NaOH / methanol / 2 h / Ambient temperature<br />13: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h<br />14: 58 percent / H₂O₂ / pyridine; CH₂Cl₂; H₂O / 18 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 15 steps<br /> </b>1: 79 percent / H₂ / Pd/C / ethanol / 2.5 h / Ambient temperature<br />2: 91 percent / Na / ethanol / 0.25 h<br />3: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.75 h / -78 &deg;C<br />4: 72 percent / benzene / 16 h / Heating<br />5: 88 percent / H₂ / Pd/C / ethyl acetate<br />7: 97 percent / NaOH / ethanol; H₂O / 1.5 h / Ambient temperature<br />8: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature<br />9: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 &deg;C<br />10: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 &deg;C<br />11: H₂O₂, m-chloroperoxybenzoic acid / CHCl₃; H₂O / 0.75 h / -50 - 0 &deg;C<br />12: toluene / 5 h / 90 &deg;C<br />13: NaOH / methanol / 2 h / Ambient temperature<br />14: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h<br />15: 58 percent / H₂O₂ / pyridine; CH₂Cl₂; H₂O / 18 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 12 steps<br /> </b>1: 71 percent / 4-dimethylaminopyridine, Et₃N / CH₂Cl₂ / 15 h / 0 &deg;C<br />2: 75 percent / potassium t-butoxide<br />3: 90 percent / HBr / H₂O / 16 h / Heating<br />4: 67 percent / dioxane / 16 h / Heating<br />5: 57 percent / NaH / tetrahydrofuran / 1.08 h<br />6: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 &deg;C<br />7: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 &deg;C<br />8: H₂O₂, m-chloroperoxybenzoic acid / CHCl₃; H₂O / 0.75 h / -50 - 0 &deg;C<br />9: toluene / 5 h / 90 &deg;C<br />10: NaOH / methanol / 2 h / Ambient temperature<br />11: 1.) trimethylsilyl chlorid, lithium isopropylamide / 1.) THF/hexane, -78 degC, 3 h 2.) THF, 0 degC, 3 h<br />12: 58 percent / H₂O₂ / pyridine; CH₂Cl₂; H₂O / 18 h / Ambient temperature<br /> <br /> &nbsp;