1: 82 percent / lead tetra-acetate / acetic acid 2: 77 percent / p-toluene sulfonic acid hydrate / acetic acid / 4 h / 45 °C 3: 98 percent / triethylamine, H2 / 10percent palladised charcoal / tetrahydrofuran / 760 Torr / Ambient temperature 4: 1) p-toluene sulfonic acid hydrate; 2) calcium carbonate, phosphoryl chloride / 1) dichloromethane, methanol, 40 min, room temperature; 2) 1.5h, room temperature 5: 85 percent / 1) toluene p-sulfonic acid hydrate; 2) HBr / CH2Cl2; methanol / 16 h 6: 42 percent / trifluoroacetic acid / 0.25 h / Ambient temperature 7: 54 percent / 3percent aqeous sodium hydroxide / pyridine / 2.5 h / Heating View Scheme

trifluoroacetic acid; trimethyl orthoformate 1.) 35 deg C, 10 min, 2.) 0-20 deg C, 2 h; Yield given. Multistep reaction;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '103233', constants.ctx, '0')">pyridine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '1209273', constants.ctx, '0')">thionyl chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br />1.5&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 80 percent / borane-THF complex / tetrahydrofuran / Ambient temperature; overnight<br />2: 69 percent / SOCl₂ / CH₂Cl₂; pyridine / 2 h / 40 - 45 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1) NaNO₂; 2) Zn, CH₃COONa / 1) water, acetic acid, 3 h, room temp.; 2) 60-65 deg C, 2 h<br />2: 80 percent / borane-THF complex / tetrahydrofuran / Ambient temperature; overnight<br />3: 69 percent / SOCl₂ / CH₂Cl₂; pyridine / 2 h / 40 - 45 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 52 percent / potassium carbonate / acetone / 1 h / Heating<br />2: Zn dust, sodium acetate, glacial acetic acid / H₂O / 1 h / Heating<br />3: 84 percent / diborane / tetrahydrofuran<br />4: 94 percent / thionyl chloride, pyridine / CH₂Cl₂ / 1.5 h / Heating<br /> <br /> &nbsp;