1: 93 percent / Et3N / CH2Cl2 / 24 h / 0 - 5 °C 2: LiAlH4 / diethyl ether / 25 deg C, 15 h; reflux, 5 h View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 30.0 g / hydrolysis<br />2: 91 percent / LiAlH₄ <br /> <br /> &nbsp;

Stage #1: &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />T=200&deg;C;&nbsp;Diels-Alder reaction;&nbsp;3&nbsp;h;&nbsp;&nbsp;Microwave irradiationInert atmosphere;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587191', constants.ctx, '0')">dihydrogen peroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=0 - 20&deg;C;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; polymerization inhibitor<br />T=180&deg;C;&nbsp;&nbsp;Behandeln des gebildeten (+-)-4-Acetoxy-1.2-dimethyl-cyclohexens-⁽¹⁾ mit methanol. KOH;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730828', constants.ctx, '0')">dimethylboron bromide</a> <br />&nbsp;1) toluene, r.t., 20 min, 2) 100 deg C, 7 h;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342940', constants.ctx, '0')">sodium hydroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587191', constants.ctx, '0')">dihydrogen peroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3903058', constants.ctx, '0')">boron tribromide</a> <br />&nbsp;1.) hexane, 75 deg C, 1 h, 2.) hexane, 25 deg C, 24 h, 3.) THF, hexane, 0 deg C to room t., 2 h;&nbsp;&nbsp;Yield given. Multistep reaction;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342940', constants.ctx, '0')">sodium hydroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587191', constants.ctx, '0')">dihydrogen peroxide</a> <br />&nbsp;1.) room temp., 0.5 h, 2.) THF, 1 h, 50 deg C;&nbsp;&nbsp;Yield givenMultistep reaction;&nbsp;<br /> &nbsp;