acetic acid in ethyl acetate T=20°C;

1: 92 percent / AcOH / ethyl acetate / 20 °C 2: 62 percent / NaCNBH3 / methanol 3: 87 percent / Et3N / tetrahydrofuran / 0 °C View Scheme

1: 92 percent / AcOH / ethyl acetate / 20 °C 2: 90 percent / AcOH / toluene / 9 h / Heating 3: 92 percent / H2 / Pd/C / tetrahydrofuran View Scheme

1: 92 percent / AcOH / ethyl acetate / 20 °C 2: 100 percent / NaBH4 / methanol View Scheme

1: 92 percent / AcOH / ethyl acetate / 20 °C 2: 100 percent / NaBH4 / methanol 3: 89 percent / PPh3; DEAD View Scheme

1: 92 percent / AcOH / ethyl acetate / 20 °C 2: 100 percent / NaBH4 / methanol 3: 89 percent / PPh3; DEAD 4: LiAlH4 / tetrahydrofuran / -78 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '6184400', constants.ctx, '0')">cesium fluoride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '741857', constants.ctx, '0')">acetonitrile</a> <br />T=20&deg;C;&nbsp;15&nbsp;h;&nbsp;<br /> &nbsp;