hydrogenchloride in methanol 12 h; Heating;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1209227', constants.ctx, '0')">n-butyllithium</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605284', constants.ctx, '0')">diisopropylamine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1736662', constants.ctx, '0')">methyl acetate</a> <br />T=-78 - 20&deg;C;&nbsp;1&nbsp;h;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '10775048', constants.ctx, '0')">titanium(IV) isopropylate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '11490285', constants.ctx, '0')">bis(tricyclohexylphosphine)benzylidene ruthenium(IV) dichloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />20&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 13 steps<br /> </b>1.1: KH / tetrahydrofuran / 0.5 h / -5 &deg;C<br />1.2: 92 percent / tetrahydrofuran / 2.5 h / 20 &deg;C<br />2.1: 9-BBN / tetrahydrofuran / 6 h / sonication<br />2.2: 88 percent / H₂O₂ / methanol; tetrahydrofuran; various solvent(s)<br />3.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 1.5 h / 0 &deg;C<br />4.1: 1.6 g / PPh₃ / CH₂Cl₂ / 0.5 h / -78 &deg;C<br />5.1: n-BuLi / tetrahydrofuran; various solvent(s) / 1 h / -78 &deg;C<br />5.2: 99 percent / DMPU / tetrahydrofuran; various solvent(s) / 1 h<br />6.1: 84 percent / Li; NH₃ / tetrahydrofuran / 3.33 h / -78 - -40 &deg;C<br />7.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 0 &deg;C<br />8.1: 398 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / -90 &deg;C<br />9.1: 76 mg / SmI₂ / tetrahydrofuran; methanol / 14 h / -16 &deg;C<br />10.1: 97 percent / NEt₃; DMAP / CH₂Cl₂ / 14 h / 20 &deg;C<br />11.1: 82 percent / DDQ / CH₂Cl₂; H₂O / 0.25 h<br />12.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.42 h<br />13.1: 130 mg / diisopropylamine; n-BuLi / tetrahydrofuran; methyl acetate / 1 h / -78 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 6 steps<br /> </b>1: 398 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / -90 &deg;C<br />2: 76 mg / SmI₂ / tetrahydrofuran; methanol / 14 h / -16 &deg;C<br />3: 97 percent / NEt₃; DMAP / CH₂Cl₂ / 14 h / 20 &deg;C<br />4: 82 percent / DDQ / CH₂Cl₂; H₂O / 0.25 h<br />5: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.42 h<br />6: 130 mg / diisopropylamine; n-BuLi / tetrahydrofuran; methyl acetate / 1 h / -78 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / 0 &deg;C<br />2: 398 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / -90 &deg;C<br />3: 76 mg / SmI₂ / tetrahydrofuran; methanol / 14 h / -16 &deg;C<br />4: 97 percent / NEt₃; DMAP / CH₂Cl₂ / 14 h / 20 &deg;C<br />5: 82 percent / DDQ / CH₂Cl₂; H₂O / 0.25 h<br />6: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.42 h<br />7: 130 mg / diisopropylamine; n-BuLi / tetrahydrofuran; methyl acetate / 1 h / -78 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 9 steps<br /> </b>1.1: KH / various solvents / 5 h / -15 - 20 &deg;C<br />2.1: 0.85 g / OsO₄; NaIO₄; NMO / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 5 h / 20 &deg;C<br />3.1: LiHMDS / tetrahydrofuran; hexane / 0.25 h / -78 &deg;C<br />3.2: tetrahydrofuran; hexane / 15 h / -78 &deg;C<br />4.1: 398 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / -90 &deg;C<br />5.1: 76 mg / SmI₂ / tetrahydrofuran; methanol / 14 h / -16 &deg;C<br />6.1: 97 percent / NEt₃; DMAP / CH₂Cl₂ / 14 h / 20 &deg;C<br />7.1: 82 percent / DDQ / CH₂Cl₂; H₂O / 0.25 h<br />8.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.42 h<br />9.1: 130 mg / diisopropylamine; n-BuLi / tetrahydrofuran; methyl acetate / 1 h / -78 - 20 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1.1: LiHMDS / tetrahydrofuran; hexane / 0.25 h / -78 &deg;C<br />1.2: tetrahydrofuran; hexane / 15 h / -78 &deg;C<br />2.1: 398 mg / BF₃*Et₂O / CH₂Cl₂ / 1 h / -90 &deg;C<br />3.1: 76 mg / SmI₂ / tetrahydrofuran; methanol / 14 h / -16 &deg;C<br />4.1: 97 percent / NEt₃; DMAP / CH₂Cl₂ / 14 h / 20 &deg;C<br />5.1: 82 percent / DDQ / CH₂Cl₂; H₂O / 0.25 h<br />6.1: TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.42 h<br />7.1: 130 mg / diisopropylamine; n-BuLi / tetrahydrofuran; methyl acetate / 1 h / -78 - 20 &deg;C<br /> <br /> &nbsp;