1: 84 g / aq. NaOH / ethanol / 2.5 h / Heating 2: 91 g / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, DMAP, TEMPO / CH2Cl2 / 3.5 h / Ambient temperature 4: 72 percent / H2 / RaNi / methanol / 2.5 h 5: 99 percent / TFA / CH2Cl2 / 1 h / Ambient temperature 6: 78 percent / NaBH3CN / acetonitrile; H2O / 1 h / Ambient temperature View Scheme

sodium hydroxide in methanol T=65 - 67°C; 2 h;

Stage #1: <a href="#" onclick="return RXDsubstances(event, this, '2358698', constants.ctx, '0')">tertbutyl(cyclohex-1-en-1-yloxy)dimethyl silane</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1813589', constants.ctx, '0')">nonafluoro-n-butanesulfonyl fluoride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3554829', constants.ctx, '0')">potassium ethanolate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=20&deg;C;&nbsp;17&nbsp;h;&nbsp;<br />Stage #2: <a href="#" onclick="return RXDsubstances(event, this, '605396', constants.ctx, '0')">acrylic acid methyl ester</a> <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11324644', constants.ctx, '0')">palladium diacetate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8127934', constants.ctx, '0')">lithium chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '605365', constants.ctx, '0')">N,N-dimethyl-formamide</a> <br />T=72&deg;C;&nbsp;4&nbsp;h;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '17164208', constants.ctx, '0')">trans-{bis(tricyclohexylphosphine)Pd(II)(H)(H₂O)}BF₄</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '472690', constants.ctx, '0')">toluene-4-sulfonic acid</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '706446', constants.ctx, '0')">1,4-di(diphenylphosphino)-butane</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=100&deg;C;&nbsp;P=15200&nbsp;Torr;&nbsp;48&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 43 percent / piperidine / acetonitrile / 1.5 h / Heating<br />2: Ac₂O, AcCl / acetic acid / 1.5 h / Heating<br /> <br /> &nbsp;