ethyl mercaptan sodium salt in N,N-dimethyl-formamide T=170 - 180°C; 3 h;

1: 34.4 percent / EtSNa / dimethylformamide / 3 h / 170 - 180 °C 2: 17.7 percent / EtSNa / hexamethylphosphoric acid triamide / 5 h / 170 - 180 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h<br />2: 88.3 percent / K₂CO₃ / acetone<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1 mg / p-TsOH / benzene / 0.67 h / Heating<br />2: 88.3 percent / K₂CO₃ / acetone<br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635680', constants.ctx, '0')">acetone</a> <br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 96.4 percent / H₂ / 10percent Pd-C / ethyl acetate / 2 h / Ambient temperature<br />2: 919.1 mg / KI, K₂CO₃ / acetone / 43 h / 80 &deg;C<br />3: 84.5 percent / H₂, quinoline / Pd-BaSO₄ / ethyl acetate<br />4: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h<br />5: 88.3 percent / K₂CO₃ / acetone<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 919.1 mg / KI, K₂CO₃ / acetone / 43 h / 80 &deg;C<br />2: 84.5 percent / H₂, quinoline / Pd-BaSO₄ / ethyl acetate<br />3: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h<br />4: 88.3 percent / K₂CO₃ / acetone<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 919.1 mg / KI, K₂CO₃ / acetone / 43 h / 80 &deg;C<br />2: 84.5 percent / H₂, quinoline / Pd-BaSO₄ / ethyl acetate<br />3: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h<br />4: 88.3 percent / K₂CO₃ / acetone<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 79.5 percent / NBS / dimethylformamide / 12 h<br />2: 1) n-BuLi / 1) diethyl ether, 1 h, reflux, 2) 1 h, 40 deg C<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 1) NaOMe / 1) methanol, room temp., 30 min, 2) benzene, 50-55 deg C, 30 min<br />2: 88.3 percent / K₂CO₃ / acetone<br /> <br /> &nbsp;