1: 91 percent / SOCl2 / CH2Cl2 / 3 h / Heating 2: 0.3 g / Potassium phthalimide / xylene / 10 h / Heating View Scheme

1: 91 percent / SOCl2 / CH2Cl2 / 3 h / Heating 2: 20 percent / CHCl3 / 8 h / Heating View Scheme

1: 91 percent / SOCl2 / CH2Cl2 / 3 h / Heating 2: 18 percent / CHCl3 / 8 h / Heating View Scheme

1: 91 percent / SOCl2 / CH2Cl2 / 3 h / Heating 2: 55 percent / CHCl3 / 13 h / Heating View Scheme

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '1236661', constants.ctx, '0')">bromobenzene</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4948473', constants.ctx, '0')">magnesium</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />0.333333&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '782673', constants.ctx, '0')">6,11-dihydro-dibenz[b,e]thiepin-11-one</a> &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />0.5&nbsp;h;&nbsp;&nbsp;Heating;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: NaH / dimethylformamide<br />1.2: 69 percent / dimethylformamide; benzene / 24 h / Heating<br />2.1: 76 percent / polyphosphoric acid / CH₂Cl₂ / 6 h / 95 &deg;C<br />3.1: Mg / tetrahydrofuran / 0.33 h<br />3.2: 69 percent / tetrahydrofuran / 0.5 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: 76 percent / polyphosphoric acid / CH₂Cl₂ / 6 h / 95 &deg;C<br />2.1: Mg / tetrahydrofuran / 0.33 h<br />2.2: 69 percent / tetrahydrofuran / 0.5 h / Heating<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1.1: NaH / dimethylformamide<br />1.2: 69 percent / dimethylformamide; benzene / 24 h / Heating<br />2.1: 76 percent / polyphosphoric acid / CH₂Cl₂ / 6 h / 95 &deg;C<br />3.1: Mg / tetrahydrofuran / 0.33 h<br />3.2: 69 percent / tetrahydrofuran / 0.5 h / Heating<br /> <br /> &nbsp;