1: 96 percent / DMSO, ClCOCOCl, Et3N 2: 100 percent View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: 1) I₂, 2) 2N NaOH / 1) pyridine, 100 deg C, 1 h; 2) 100 deg C, overnight<br />2: 88 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 71 percent / TiCl₄, Zn<br />2: 98 percent / LiAlH₄ <br /> <br /> &nbsp;